Name: 3121-61-7|2-Methoxyethyl acrylate|98% (stabilized with MEHQ)
Brand: Ambeed
SKU: A335830
Price: 6.0 USD
Availability: InStock
Rating: 91 (28 reviews)

1
[ 109-86-4 ]
[ 292638-85-8 ]
[ 3121-61-7 ]

Yield	Reaction Conditions	Operation in experiment
95%	With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; di(n-butyl)tin oxide In 2-Methylpentane; cyclohexane at 85 - 100℃; for 12h;	VII_4 To a 2 L four-necked glass flask were attached a 20-stage Oldershaw, a reflux condenser and an air introductiontube, and the flask was charged with 647 g (8.50 moles) of 2-methoxyethyl alcohol, 951 g (11.05 moles) of methylacrylate, 0.6 g of 4-acetamino-2,2,6,6-tetramethylpiperidine-N-oxyl, 6.4 g of dibutyltin oxide, 20 g of isohexane and 60g of cyclohexane. While a nitrogen gas containing 8% by volume of oxygen gas was blown into the flask at a flow rateof 20 mL/min to the flask, the contents in the flask were heated to 85 to 100°C, and a transesterification reaction wasstarted under the atmospheric pressure. The reflux ratio in the tower top was adjusted so that the top temperature of the distillation tower was kept at45 to 46°C which was an azeotropic temperature of methyl alcohol as a by-product and isohexane as a reaction solvent.The condensate distilled out of the system from the tower top was cooled to 20°C and led to a decanter. Of the two layers separated in the decanter, the upper layer, which was a layer containing mainly isohexane,was refluxed to the tenth stage from the bottom of the distillation tower. The lower layer containing mainly methyl alcoholwas continuously taken out so that the separation interface in the decanter was kept constant. Since the lower layertaken out contained isohexane besides methyl alcohol, in order to prevent decrease of isohexane in the reaction system,the reaction temperature was adjusted to 85 to 100°C while isohexane in the same amount as that contained in thetaken lower layer was added to the reaction system. The transesterification reaction of methyl acrylate and 2-methoxyethylalcohol was completed within about 12 hours from the start of the reaction. The amount of the generated 2-methoxyethyl acrylate was 1051 g (yield: 95%) and the total concentration of Michael addition products in the reaction solution was not more than 0.1% by mass. Further, the lower layer containingmainly methyl alcohol and taken out at the time of the reaction contained 54.9% by mass of methyl alcohol, 0.6% bymass of cyclohexane, and 44.5% by mass of isohexane, and the amount of methyl acrylate was not more than thedetection limit (detection limit: 10 ppm). Next, by using the distillation tower having a 10-stage Oldershaw, the lower layer was distilled. When a fractionhaving a boiling point of 45 to 50°C was taken out from the tower top of the distillation tower, the fraction contained 82%by weight of isohexane, 17.6% by weight of methyl alcohol, and 0.4% by weight of cyclohexane. This fraction could beused as a reaction solvent. The remaining liquid in the flask contained 99.6% by weight of methyl alcohol, 0.3% by weightof isohexane, and 0.1% by weight of cyclohexane.
	With copper; toluene-4-sulfonic acid; hydroquinone Abdestillieren des entstandenen Methanols als Azeotrop mit Methylacrylat;

Reference： [1]Current Patent Assignee: OSAKA ORGANIC CHEMICAL INDUSTRY LTD. - EP2860170, 2015, A1 Location in patent: Paragraph 0630; 0631; 0632; 0633; 0634
[2]Rehberg; Faucette [Journal of Organic Chemistry, 1949, vol. 14, p. 1094,1095, 1097] Current Patent Assignee: NATIONAL AERONAUTICS AND SPACE ADMINISTRATION - US2396434, 1944, A

2
[ 109-86-4 ]
[ 814-68-6 ]
[ 3121-61-7 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In chloroform at 10℃; for 12h;
	In dichloromethane

Reference： [1]Fort, Yves; Berthe, Marie Christine; Caubere, Paul [Tetrahedron, 1992, vol. 48, # 31, p. 6371 - 6384]
[2]Bechtoldt, Alexander; Baumert, Marcel E.; Vaccaro, Luigi; Ackermann, Lutz [Green Chemistry, 2018, vol. 20, # 2, p. 398 - 402]

3
[ 67-66-3 ]
[ 3121-61-7 ]
4,4,4-trichloro-butyric acid 2-methoxy-ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
49%	With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In n-heptane at 30℃; for 2h;

Reference： [1]Fedorynski, Michall [Tetrahedron, 1999, vol. 55, # 20, p. 6329 - 6334]

4
[ 3121-61-7 ]
[ 491876-40-5 ]
(E)-3-(6-Oxo-3-phenyl-1,6-dihydro-pyridazin-4-yl)-acrylic acid 2-methoxy-ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	With dichlorobis(tri-O-tolylphosphine)palladium In N,N-dimethyl-formamide at 110℃; for 24h;

Reference： [1]Coelho, Alberto; Sotelo, Eddy; Fraiz, Nuria; Yanez, Matilde; Laguna, Reyes; Cano, Ernesto; Ravina, Enrique [Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 2, p. 321 - 324]

5
[ 3121-61-7 ]
[ 498-66-8 ]
exo-2-methoxyethyl 3-bicyclo[2.2.1]hept-2-ylprop-2-enoate [ No CAS ]
exo-2-methoxyethyl 3-bicyclo[2.2.1]hept-2-ylprop-2-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With Ru(III)(2,2',2"-terpyridine)Cl3; zinc In isopropyl alcohol at 90℃; for 4h; Title compound not separated from byproducts;

Reference： [1]Ura, Yasuyuki; Tsujita, Hiroshi; Wada, Kenji; Kondo, Teruyuki; Mitsudo, Take-Aki [Journal of Organic Chemistry, 2005, vol. 70, # 17, p. 6623 - 6628]

6
[ 14040-11-0 ]
[ 3121-61-7 ]
[ 18269-99-3 ]
None [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In n-heptane; diethylene glycol dimethyl ether for 3h; Heating / reflux;	1 In a round-bottomed flask fitted with a magnetic stirrer and a condenser was put: Tungsten hexacarbonyl W(CO)6 (50Omg, 1.4 mmol), ethyleneglycol methylether acrylate (C) (390 mg, 3.0 mmol), and trimethylsilyl protected 2-carboxyethyl acrylate (B) (120 mg, 0.55 mmol). The condenser was fitted with a septum and several vacuum / argon cycles were applied to deairate the flask and condenser. Deairiated diglyme (30 ml) and heptane (2 ml) were added through the septum with a syringe. The reaction mixture was heated to reflux under an argon atmosphere. After 3 h, the reaction mixture, now a black solution with small amounts of black precipitate, was cooled to room temperature, poured on deairated pentane (60 ml) and centrifuged. The precipitate was washed with pentane and dried in vacuum. Yield: 430 mg dark grey powder. X-ray fluorescence spectroscopy analysis showed the tungsten content to be around 60 %.Comments: The heptane is needed to prevent tungsten hexacarbonyl sublimation deposits in the condenser. The trimethyl silyl protection group is spontaneously cleaved in aqueous solutions, yielding the preferred carboxylate G.The particles have a core of crystalline tungsten covered by a thin coating of co-polymerized C and B. The particles are between 4 and 5 nm.

Reference： [1]Current Patent Assignee: GENERAL ELECTRIC CO - WO2006/123937, 2006, A2 Location in patent: Page/Page column 16

7
[ 3121-61-7 ]
poly ((2-methoxyethyl) acrylate-co-tert-butylacrylate) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With C₆₁H₇₈N₂O₄; N-(tert-butyl)-N-(2-methyl-1-phenylpropyl)-N-oxyl at 125℃; for 5h;	5 Preparation of midblock (B block) Bis-initiator (0.5557 g, 0.6147 mmol), MEA (40.00 g, 307.36 mmol) and free nitroxide (2.70 mg, 0.0123 mmol) were mixed in a 200 mL flask under argon, and heated at 125 C. with vigorous stirring for 5 hrs, then cooled to room temperature. The conversion was 77% as measured by 1H-NMR. The reaction mixture was dissolved in acetone (60 mL), and precipitated into hexane (600 mL). The polymer was collected and dried under vacuum at 45 C., affording a clear viscous liquid (30.08 g).

Reference： [1]Current Patent Assignee: UNILEVER (PLC & NV) - US6663855, 2003, B2 Location in patent: Page column 19

8
[ 88-12-0 ]
[ 542-59-6 ]
[ 3121-61-7 ]
[ 2156-97-0 ]
[ 79-10-7 ]
poly(acrylic acid-co-hydroxyethyl acetate-co-lauryl acrylate-co-methoxyethyl acrylate-co-N-vinylpyrrolidone) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 2,2'-azobis(isobutyronitrile) In ethyl acetate at 20℃; for 15h;	1 200 g of ethyl acetate (solvent), 0.05 g of azobisisobutyronitrile (initiator) and the monomers shown in the following Table 1 were charged into a reaction vessel, which was then sparged with nitrogen. Polymerisation was then carried out for 15 hours at 20°C. The resulting copolymer solution was coated with a knife coater onto a polyethylene terephthalate film to a dried thickness of 100µm, and then dried at a temperature of 90°C for 15 minute to produce adhesive sheets. The resulting sheets were attached to the keratin layer of the shaven skin on the abdomen of Wistar rats. They were left there for 24 hours, after which they were removed, and the adhesiveness and state of the adhesive layer were observed with the naked eye. The results are shown in Table 1. Table 1 Monomer Amount Adhesion Cohesion of monomer Example 1 methoxyethyl acrylate 43 g no no residue lauryl acrylate 38 g detachment left on body N-vinylpyrrolidone 6 g within 24 acrylic acid 3 g hours hydroxyethyl acetate log Example 2 methoxyethyl acrylate 48 g no no residue lauryl acrylate 34 g detachment left on body N-vinylpyrrolidone 15 g within 24 acrylic acid 3 g hours Example 3 methoxyethyl acrylate 50 g no no residue lauryl acrylate 36 g detachment left on body N-vinylpyrrolidone 5 g within 24 hydroxyethyl acetate 10 g hours

Reference： [1]Current Patent Assignee: NEWRON PHARMACEUTICALS SPA - WO2005/105104, 2005, A1 Location in patent: Page/Page column 9

9
[ 88-12-0 ]
[ 3121-61-7 ]
[ 2156-97-0 ]
[ 79-10-7 ]
[ 818-61-1 ]
poly(acrylic acid-co-hydroxyethyl acrylate-co-lauryl acrylate-co-methoxyethyl acrylate-co-N-vinyl 2-pyrrolidone) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 2,2'-azobis(isobutyronitrile) In ethyl acetate at 70℃; for 15h;	1 200 g of ethyl acetate as a polymerization solvent, 0.05 g of azobisbutyronitrile as an initiator and the monomers shown in Table 1 below (grams) were loaded into a reaction vessel and the reaction vessel was purged with nitrogen, followed by polymerization for 15 hours at 70C. The resulting copolymer solution was coated with a knife coater onto a poly(ethylene terephthalate) film to give a thickness of the dry adhesive layer of 100 m, and then dried at a temperature of 90C for 15 minutes to produce adhesive sheets. The resulting adhesive sheets were attached to the keratin layer of the shaven skin of the abdomen of Wistar rats, and detached after 24 hours, and adhesion and the state of the adhesive layer were observed with the naked eye. The results obtained are presented in Table 1.

Reference： [1]Current Patent Assignee: COSMED PHARMACEUTICAL CO.LTD. - EP1607104, 2005, A1 Location in patent: Page/Page column 4

10
[ 3121-61-7 ]
[ 363-72-4 ]
[ 1226636-13-0 ]

Yield	Reaction Conditions	Operation in experiment
64%	With [Rh(OH)(cod)]2; cis-1,2-bis-(diphenylphosphino)ethene In 1,4-dioxane at 120℃; for 24h; Inert atmosphere;

Reference： [1]Sun, Zhong-Ming; Zhang, Jing; Manan, Rajith S.; Zhao, Pinjing [Journal of the American Chemical Society, 2010, vol. 132, # 20, p. 6935 - 6937]

11
[ 3121-61-7 ]
[ 363-72-4 ]
[ 1226635-89-7 ]

Yield	Reaction Conditions	Operation in experiment
91%	With [Rh(OH)(cod)]2; o-phenylenebis(diphenylphosphine); water In 1,4-dioxane at 120℃; for 24h; Inert atmosphere;

Reference： [1]Sun, Zhong-Ming; Zhang, Jing; Manan, Rajith S.; Zhao, Pinjing [Journal of the American Chemical Society, 2010, vol. 132, # 20, p. 6935 - 6937]

12
[ 3121-61-7 ]
[ 1422263-07-7 ]

Yield	Reaction Conditions	Operation in experiment
82%	With N-iodophthalimide; 3-quinuclidinol In acetonitrile at 20℃; for 24h; Darkness; chemoselective reaction;

Reference： [1]Pace, Vittorio; Vilkauskaite, Gyte; Šačkus, Algirdas; Holzer, Wolfgang [Organic and Biomolecular Chemistry, 2013, vol. 11, # 7, p. 1085 - 1088]

13
[ 3121-61-7 ]
[ 945761-25-1 ]
C₂₅H₃₁NO₇ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 85℃; for 0.333333h;	5.1.3.2 Synthesis with microreactor General procedure: A stock solution of the 1-idiosin-omenine (455 mg, 1 mmol), Pd(OAc)2 (11.2 mg, 0.05 mmol), PPh3 (26.2 mg, 0.1 mmol), and acrylic ester (1 mmol) in DMF/Et3N (2 mL, 5:1, v/v) was prepared and taken up in an SGE gastight syringe. The syringe was placed on a TS2-60 syringe pump that was set to deliver 8 μL/min and the oil bath was set at 85 °C. The output from the reactor was quenched with H2O immediately. After reaction, the solvent and H2O were removed in vacuum and 10 mL ethyl acetate was added, washed by brine (3 × 5 mL), dried over anhydrous Na2SO4, and concentrated in vacuum to provide the crude product. The 1H NMR spectrum of the crude mixture was recorded and the product conversion was determined by integration of the peaks arising from H-2 of both the 1-idiosinomenine and the cinnamate esters derivatives. The crude mixture was purified by silica gel column chromatography (DCM/MeOH) to provide the target compound 3a-j.

Reference： [1]Jin, Jie; Teng, Peng; Liu, Hai-Liang; Wu, Jing; Liu, Yu-Mei; Xu, Qiang; Li, Jian-Xin [European Journal of Medicinal Chemistry, 2013, vol. 62, p. 280 - 288]

14
[ 110-89-4 ]
[ 108-86-1 ]
[ 3121-61-7 ]
[ 459-57-4 ]
2-methoxyethyl 2-benzyl-3-(4-fluorophenyl)-3-(piperidin-1-yl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
58%	With ethylene dibromide; trifluoroacetic acid; cobalt(II) bromide; zinc In acetonitrile at 20℃; for 0.25h; Inert atmosphere;

Reference： [1]LeGall, Erwan; Leonel, Eric [Chemistry - A European Journal, 2013, vol. 19, # 17, p. 5238 - 5241]

15
[ 108-86-1 ]
[ 92-54-6 ]
[ 3121-61-7 ]
[ 100-52-7 ]
2-methoxyethyl 2-benzyl-3-phenyl-3-(4-phenylpiperazin-1-yl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
43%	With ethylene dibromide; trifluoroacetic acid; cobalt(II) bromide; zinc In acetonitrile at 20℃; for 0.25h; Inert atmosphere;

Reference： [1]LeGall, Erwan; Leonel, Eric [Chemistry - A European Journal, 2013, vol. 19, # 17, p. 5238 - 5241]

16
[ 123-75-1 ]
[ 108-86-1 ]
[ 3121-61-7 ]
[ 100-52-7 ]
methoxyethyl 2-benzyl-3-phenyl-3-(pyrrolidin-1-yl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With ethylene dibromide; trifluoroacetic acid; cobalt(II) bromide; zinc In acetonitrile at 20℃; for 0.25h; Inert atmosphere;

Reference： [1]LeGall, Erwan; Leonel, Eric [Chemistry - A European Journal, 2013, vol. 19, # 17, p. 5238 - 5241]

17
[ 120-72-9 ]
[ 3121-61-7 ]
(E)-2-methoxyethyl 3-(1H-indol-3-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With dmap; phosphomolybdic acid; oxygen; palladium diacetate In dimethyl sulfoxide; N,N-dimethyl-formamide at 80℃; for 24h; Autoclave; Green chemistry; diastereoselective reaction;

Reference： [1]Huang, Qiufeng; Song, Qianqian; Cai, Jin; Zhang, Xiaofeng; Lin, Shen [Advanced Synthesis and Catalysis, 2013, vol. 355, # 8, p. 1512 - 1516]

18
[ 3121-61-7 ]
[ 1492055-59-0 ]

Yield	Reaction Conditions	Operation in experiment
31%	With potassium <i>tert</i>-butylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 1,4-dioxane at 80℃; for 24h;

Reference： [1]Matsuoka, Shin-Ichi; Namera, Shoko; Washio, Atsushi; Takagi, Koji; Suzuki, Masato [Organic Letters, 2013, vol. 15, # 23, p. 5916 - 5919]

19
[ 271-89-6 ]
[ 3121-61-7 ]
C₁₄H₁₄O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
54%	With phosphovanadomolybdic acid; oxygen; palladium diacetate; N-acetylglycine In N,N-dimethyl-formamide at 120℃; for 24h; Sealed tube;

Reference： [1]Huang, Qiufeng; Ke, Shaojia; Qiu, Lin; Zhang, Xiaofeng; Lin, Shen [ChemCatChem, 2014, vol. 6, # 6, p. 1531 - 1534]

20
[ 3121-61-7 ]
[ 501-65-5 ]
[ 1644664-66-3 ]

Yield	Reaction Conditions	Operation in experiment
93%	With C₃₄H₃₂N₂Ru In toluene at 20 - 22℃; for 24h; Inert atmosphere;

Reference： [1]Zhang, Jing; Ugrinov, Angel; Zhang, Yong; Zhao, Pinjing [Angewandte Chemie - International Edition, 2014, vol. 53, # 32, p. 8437 - 8440][Angew. Chem., 2014, vol. 53, # 126, p. 8577 - 8580,4]

21
[ 3121-61-7 ]
[ 1795-83-1 ]
(E)-2-methoxyethyl 3-(2-acetamidophenyl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate In 1,4-dioxane at 100℃; for 8h; Inert atmosphere; Sealed tube;	3.1. General procedure for the reaction development General procedure: To a 13 × 150 mm test tube equipped with magnetic stirrer were added 1a (15.1mg, 0.1 mmol, 1.0 equiv) and additives (2.0 equiv) except AgSbF6: Cu(OAc)2, AgOAc,NaOAc, KOAc, K2CO3, Na2CO3. The test tube was transferred to a glovebox, and then[RhCp*Cl2]2 (1.6 mg, 0.0025 mmol, 2.5 mol%) and AgSbF6 (3.4 mg, 0.01 mmol, 10mol%) were further added. The test tube was sealed with a rubber septumand removedfrom the glovebox. A solution of 2a (10.9 μL, 0.12 mmol, 1.2 equiv) in 2 mL of solventwas injected into the test tube via syringe. The reaction mixture was placed in apre-heated oil bath and stirred for several hours, during which time a constant checkingby TLC was performed. The reaction mixture was cooled to rt and filtered over celite.The solvent was then removed under reduce pressure and the residue was purified byflash column chromatography on silica gel with 2:1 PE/EtOAc as the eluent.

Reference： [1]Wen, Jing; Wu, An; Chen, Pei; Zhu, Jin [Tetrahedron Letters, 2015, vol. 56, # 38, p. 5282 - 5286]

22
[ 3121-61-7 ]
C₁₂H₂₀O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
10%	With 5-methoxy-1,3,4-triphenyl-4,5-dihydro-1H-1,2-4-triazoline In 1,4-dioxane at 140℃; for 2h; Microwave irradiation; Sealed tube; diastereoselective reaction;	General Procedure for the Dimerization General procedure: To a 0.52 mL microwave vial were added TPT-MeOH (100 mg, 0.30 mmol),n-BuA (0.43 mL, 3.0 mmol), and 1,4-dioxane (1.2 mL), and then the vial was sealed. The mixture was stirred and heated at 140 °C under microwave irradiation for 2 h. The Kugelrohr distillation under reduced pressure (1 mmHg, 200 °C) gave the product (Entry 16, 259 mg, 69% yield) as a transparent liquid.

Reference： [1]Matsuoka, Shin-Ichi; Nakazawa, Masanori; Suzuki, Masato [Bulletin of the Chemical Society of Japan, 2015, vol. 88, # 8, p. 1093 - 1099]

23
[ 3121-61-7 ]
C₁₀H₁₇BrO₄ [ No CAS ]
C₁₆H₂₇BrO₇ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41%	With tris[2-(dimethylamino)ethyl]amine; copper(ll) bromide In dimethyl sulfoxide at 20℃; for 0.75h; Inert atmosphere; Darkness; UV-irradiation;

Reference： [1]Vandenbergh, Joke; Reekmans, Gunter; Adriaensens, Peter; Junkers, Thomas [Chemical Science, 2015, vol. 6, # 10, p. 5753 - 5761]

24
[ 3121-61-7 ]
[ 56587-83-8 ]
2-methoxyethyl (E)-3-(2-((E)-1-(((E)-1-phenylethylidene)hydrazono)ethyl)phenyl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In acetonitrile at 40℃; for 12h; Sealed tube;

Reference： [1]Wen, Jing; Wu, An; Wang, Mingyang; Zhu, Jin [Journal of Organic Chemistry, 2015, vol. 80, # 21, p. 10457 - 10463]

25
[ 3121-61-7 ]
[ 363-72-4 ]
[ 1226636-13-0 ]
2-methoxyethyl 3-(perfluorophenyl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84.615 % de	With oxygen; palladium diacetate; Pyroglutamic acid; Trimethylacetic acid In N,N-dimethyl acetamide at 120℃; for 16h; Schlenk technique; Overall yield = 69 %;

Reference： [1]Huang, Qiufeng; Zhang, Xinyu; Qiu, Lin; Wu, Jiajun; Xiao, Hanbing; Zhang, Xiaofeng; Lin, Shen [Advanced Synthesis and Catalysis, 2015, vol. 357, # 16-17, p. 3753 - 3757]

26
[ 3121-61-7 ]
[ 108-98-5 ]
2-methoxyethyl 3-(phenylthio)propionate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With scandium tris(trifluoromethanesulfonate) In neat (no solvent) at 20℃; for 3h; Green chemistry; regioselective reaction;

Reference： [1]Kuciski, Krzysztof; Pawluc, Piotr; Hreczycho, Grzegorz [Advanced Synthesis and Catalysis, 2015, vol. 357, # 18, p. 3936 - 3942]

27
[ 3121-61-7 ]
[ 108-98-5 ]
3-phenylsulfanyl-propionic acid butyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With scandium tris(trifluoromethanesulfonate) In neat (no solvent) at 20℃; for 2h; Green chemistry; regioselective reaction;

Reference： [1]Kuciski, Krzysztof; Pawluc, Piotr; Hreczycho, Grzegorz [Advanced Synthesis and Catalysis, 2015, vol. 357, # 18, p. 3936 - 3942]

28
[ 3121-61-7 ]
[ 120-46-7 ]
2-methoxyethyl 5-oxo-5-phenylpentanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With potassium carbonate at 85℃; Sealed tube;
80%	With potassium carbonate In 2-methoxy-ethanol at 85℃; for 24h;	15 Preparation of methoxyethyl 4-benzoylbutyrate(Compound III-15) To the 20 mL reaction tube was added 112 mg (0.5 mmol) of compound dibenzoylmethane, 7 mg (0.025 mmol) of K 2 CO 3, 130 μL (1 mmol) of methoxyethyl acrylate and 0.5 mL of methoxyethanol at a temperature of 85 ° C The reaction was stirred for 24 hours and cooled to room temperature (18-25 ° C) and transferred to a small flask of 10 mL. The solvent was distilled off under reduced pressure and then passed through a column of neutral alumina. The developing solvent used was petroleum ether: ethyl acetate= 13: 1 to 4: 1 to give compound III-15100mg, yield 80%

Reference： [1]Cai, Gui-Xin; Wen, Jing; Lai, Ting-Ting; Xie, Dan; Zhou, Cheng-He [Organic and Biomolecular Chemistry, 2016, vol. 14, # 8, p. 2390 - 2394]
[2]Current Patent Assignee: SOUTHWEST UNIVERSITY - CN105061125, 2017, B Location in patent: Paragraph 0087-0089

29
[ 3121-61-7 ]
[ 120-46-7 ]
C₂₁H₂₂O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41%	With potassium carbonate In ethanol at 85℃; for 0.133333h; Sealed tube;

Reference： [1]Cai, Gui-Xin; Wen, Jing; Lai, Ting-Ting; Xie, Dan; Zhou, Cheng-He [Organic and Biomolecular Chemistry, 2016, vol. 14, # 8, p. 2390 - 2394]

30
[ 64-17-5 ]
[ 3121-61-7 ]
[ 120-46-7 ]
[ 73172-56-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	With potassium carbonate at 85℃; Sealed tube;

Reference： [1]Cai, Gui-Xin; Wen, Jing; Lai, Ting-Ting; Xie, Dan; Zhou, Cheng-He [Organic and Biomolecular Chemistry, 2016, vol. 14, # 8, p. 2390 - 2394]

31
[ 3121-61-7 ]
[ 618-40-6 ]
(E)-2-methoxyethyl 3-(2-(methylamino)phenyl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	With [RhCl₂(p-cymene)]2; potassium acetate In methanol at 70℃; Sealed tube;
91%	With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid In methanol at 25℃; for 6h;

Reference： [1]Zhou, Shuguang; Wang, Jinhu; Chen, Pei; Chen, Kehao; Zhu, Jin [Chemistry - A European Journal, 2016, vol. 22, # 41, p. 14508 - 14512]
[2]Zhou, Shuguang; Wang, Jinhu; Zhang, Feifei; Song, Chao; Zhu, Jin [Organic Letters, 2016, vol. 18, # 10, p. 2427 - 2430]

32
[ 3121-61-7 ]
[ 579-75-9 ]
2-methoxyethyl (E)-3-(3-methoxyphenyl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With [Ru(O₂CMes)₂(p-cymene)]; vanadia In toluene at 120℃; for 18h; Inert atmosphere;

Reference： [1]Kumar, N. Y. Phani; Bechtoldt, Alexander; Raghuvanshi, Keshav; Ackermann, Lutz [Angewandte Chemie - International Edition, 2016, vol. 55, # 24, p. 6929 - 6932][Angew. Chem., 2016, vol. 128, p. 7043 - 7046]

33
[ 51-17-2 ]
[ 3121-61-7 ]
(E)-2-methoxyethyl 3-(1H-benzimidazol-1-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	With 1,4-diaza-bicyclo[2.2.2]octane; [2,2]bipyridinyl; oxygen; copper(II) acetate monohydrate; lithium iodide In N,N-dimethyl-formamide at 100℃; for 48h; Sealed tube;

Reference： [1]Lai, Ting-Ting; Xie, Dan; Zhou, Cheng-He; Cai, Gui-Xin [Journal of Organic Chemistry, 2016, vol. 81, # 19, p. 8806 - 8815]

34
[ 3121-61-7 ]
quinazolin-3-ium-3-yl(tosyl)amide [ No CAS ]
2-methoxyethyl pyrazolo[1,5-c]quinazoline-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	With copper carbonate hydroxide In N,N-dimethyl acetamide at 70℃; for 12h; Schlenk technique; regioselective reaction;

Reference： [1]Feng, Haiyan; Wang, Tao; Chen, Songtao; Huang, Yangfei; Yu, Weijie; Huang, Yuanyuan; Xiong, Fei [RSC Advances, 2016, vol. 6, # 98, p. 95774 - 95779]

35
[ 123-75-1 ]
[ 3121-61-7 ]
[ 1074-12-0 ]
2-methoxyethyl 5-benzoyl-1-(2-oxo-2-phenylethyl)-2,3-dihydro-1H-pyrrolizine-7-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With acetic acid In toluene at 100℃; for 0.666667h;

Reference： [1]Zheng, Kai-Lu; Shu, Wen-Ming; Ma, Jun-Rui; Wu, Yan-Dong; Wu, An-Xin [Organic Letters, 2016, vol. 18, # 15, p. 3526 - 3529]

36
[ 3121-61-7 ]
[ 4711-95-9 ]
[ 119692-59-0 ]

Yield	Reaction Conditions	Operation in experiment
83.7%	With tetrabutoxytitanium; 4-methoxy-phenol; In o-xylene; at 80 - 90℃; under 75.0075 Torr;	In a 500 ml four-necked flask equipped with a distillation apparatus, a thermometer, and a stirrer,1,4-butanediol monoglycidyl ether (hereinafter referred to as "14 BDMGE"100.0 g (purity: 93.7%, 0.64 mol in terms of purity)),125.1 g (0.96 mol) of 2-methoxyethyl acrylate,200.0 g of o-xylene and 0.03 g of MEHQ were added to prepare a raw material mixture solution(Total 425.1 g) were prepared.When the moisture content of this raw material mixture liquid was measured with a Karl Fischer moisture meter, it was 503 ppm, and the total amount of moisture contained was 0.21 g (0.012 mol). To the above raw material mixture solution, 4.4 g (0.013 mol) of TBT was added,While heating the solution under reduced pressure while reducing the pressure to 100 hPa, transesterification reaction was carried out at a reaction solution temperature of 80 to 90 C. while o-xylene and produced 2-methoxyethanol were distilled out of the reaction system.The temperature of the distillation gas was 57 to 74 C.Finally, 169.9 g of the fraction was withdrawn in 6 hours and the reaction was terminated to obtain 255.2 g of a reaction solution containing 4 HBAGE (46.3 wt%).The purity-converted quantitative yield of 4 HBAGE is 92.0%, and the molar ratio of the total amount of moisture in this reaction system is 0.9 times the TBT used. To the above reaction solution, 140.0 g of water was added, heated to 60 C. under normal pressure with stirring, and heated and hydrolyzed at 60 C. for 1 hour as it was. The reaction solution was cooled and suction filtered using a filter equipped with Celite to remove insoluble catalyst. The filtrate was separated into an organic layer and an aqueous layer. The organic layer containing 4 HBAGE was concentrated under reduced pressure using a rotary evaporator to obtain 130.8 g of 4 HBAGE crude product (purity 94.0%). The purity-converted quantitative yield of 4 HBAGE was 95.8%, and the content of titanium derived from TBT used as a catalyst was 2 ppm or less.50.0 g of the above 4 HBAGE crude product (130.8 g) was fractionated, 0.08 g of CBC was added thereto, and purification was carried out by simple distillation under reduced pressure. As a result, high purity 4 HBAGE (purity 96.9%) was obtained.The purity-converted quantitative yield of 4 HBAGE is 83.7% in terms of the consistent yield from the transesterification reaction. Conditions at the time of fractional distillation were 0.4 to 0.6 hPa in the degree of vacuum, 103 to 114 C. in the bottom liquid temperature, 93 to 95 C. in the distillation gas temperature, about 1 hour in distillation time there were. No polymer was observed in the distillation residue and in the distillation system.

Reference： [1]Patent: JP5709083,2015,B2 .Location in patent: Paragraph 0048-0051

37
[ 874-14-6 ]
[ 3121-61-7 ]
(E)-2-methoxyethyl 3-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With N-Cbz-L-Phe; oxygen; palladium diacetate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 24h; Schlenk technique; Green chemistry;

Reference： [1]Zhang, Xinyu; Su, Lv; Qiu, Lin; Fan, Zhenwei; Zhang, Xiaofeng; Lin, Shen; Huang, Qiufeng [Organic and Biomolecular Chemistry, 2017, vol. 15, # 16, p. 3499 - 3506]

38
[ 3121-61-7 ]
[ 58-08-2 ]
(E)-2-methoxyethyl 3-(1,3,7-trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With N-Cbz-L-Phe; oxygen; palladium diacetate; Trimethylacetic acid In N,N-dimethyl acetamide at 120℃; for 24h; Schlenk technique; Green chemistry;

Reference： [1]Zhang, Xinyu; Su, Lv; Qiu, Lin; Fan, Zhenwei; Zhang, Xiaofeng; Lin, Shen; Huang, Qiufeng [Organic and Biomolecular Chemistry, 2017, vol. 15, # 16, p. 3499 - 3506]

39
[ 3121-61-7 ]
[ 1407964-95-7 ]
2-methoxyethyl (R,E)-3-(4-((1-phenylethyl)amino)thieno[2,3-d]pyrimidin-6-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
39%	With bis(tri-t-butylphosphine)palladium⁽⁰⁾; tetrabutyl-ammonium chloride; triethylamine In N,N-dimethyl acetamide at 80℃; for 24h; Inert atmosphere;

Reference： [1]Bysting; Bugge; Sundby; Hoff [RSC Advances, 2017, vol. 7, # 30, p. 18569 - 18577]

40
[ 3121-61-7 ]
[ 123371-44-8 ]
ethyl 3-[3-2-(methoxyethycarbonyl)ethyl]-6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46.6%	With aluminum oxide; potassium fluoride In N,N-dimethyl-formamide at 20℃; Green chemistry;	4.1.2 Ethyl 3-(substituted)-6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (2a-j) General procedure: To a solution of DHPM (1) [31] (6.1g, 15mmol) and the appropriate substituted acrylate derivative (15mmol) in anhydrous DMF (30mL), KF/neutral alumina (10mol %) was added in one portion. The mixture was stirred at room temperature for 1-5 days. The completion of the reaction was monitored by TLC using 1:1 toluene: acetone. The catalyst was removed by filtration. The filtrate was then poured into ice-cold water (500mL). The obtained product was filtered, washed with water, dried and purified by crystallization or chromatography as specified under each compound.

Reference： [1]Teleb, Mohamed; Zhang, Fang-Xiong; Farghaly, Ahmed M.; Aboul Wafa, Omaima M.; Fronczek, Frank R.; Zamponi, Gerald W.; Fahmy, Hesham [European Journal of Medicinal Chemistry, 2017, vol. 134, p. 52 - 61]

41
[ 3121-61-7 ]
[ 13497-18-2 ]
2-methoxyethyl 3-(bis(3-triethoxysilylpropyl)amino)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97.3%	In ethanol at 20℃; for 8h; Inert atmosphere;	7 Preparation Example 7: Preparation of 2-methoxyethyl 3-(bis(3-(triethoxysilyl)propyl)amino)propanoate To a 50 ml, round-bottomed flask, 4.557 mmol of bis(3-triethoxysilylpropyl)amine (Gelest Co.) and 5 ml of ethanol were added for dissolving, and 4.557 mmol of ethylene glycol methyl ether acrylate (Acros Co.) was added thereto, followed by stirring at room temperature in nitrogen conditions for 8 hours. After finishing the reaction, solvents were removed under a reduced pressure and distilled at 120° C. under a reduced pressure to obtain 4.430 mmol of a 2-methoxyethyl 3-(bis(3-(triethoxysilyl)propyl)amino)propanoate compound of Formula (vii) (Yield 97.3%). 1H NMR spectroscopic data of separated 2-methoxyethyl 3-(bis(3-triethoxysilyl)propyl)amino)propanoate are as follows. 1H-NMR (500 MHz, CDCl3) δ 4.21-4.19 (t, 2H), δ 3.81-3.77 (m, 12H), δ 3.57-3.56 (t, 2H), δ 3.36 (s, 3H), δ 2.79-2.76 (t, 2H), δ 2.47-2.44 (t, 2H), δ 2.40-2.37 (t, 4H), δ 1.54-1.47 (m, 4H), δ 1.22-1.19 (t, 18H), δ 0.57-0.54 (t, 4H)

Reference： [1]Current Patent Assignee: LG CHEM CO.,LTD. - US2017/204205, 2017, A1 Location in patent: Paragraph 0140; 0141

42
(N-cyclohexylaminomethyl)triethoxysilane [ No CAS ]
[ 3121-61-7 ]
2-methoxyethyl 3-(cyclohexyl((triethoxysilyl)methyl)amino)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96.7%	In ethanol at 20℃; for 8h; Inert atmosphere;	2 Preparation Example 2: Preparation of 2-methoxyethyl 3-(cyclohexyl((triethoxysilyl)methyl)amino)propanoate To a 50 ml, round-bottomed flask, 8.468 mmol of (N-cyclohexylaminomethyl)triethoxysilane (Gelest Co.) and 5 ml of ethanol were added for dissolving, and 8.468 mmol of ethylene glycol methyl ether acrylate (Acros Co.) was added thereto, followed by stirring at room temperature in nitrogen conditions for 8 hours. After finishing the reaction, solvents were removed under a reduced pressure and distilled at 120° C. under a reduced pressure to obtain 8.19 mmol of a 2-methoxyethyl 3-(cyclohexyl((triethoxysilyl)methyl)amino)propanoate compound of Formula (ii) (Yield 96.7%). 1H NMR spectroscopic data of separated 2-methoxyethyl 3-(cyclohexyl((triethoxysilyl)methyl)amino)propanoate are as follows. 1H-NMR (500 MHz, CDCl3) δ 4.18-4.16 (t, 2H), δ 3.84-3.79 (m, 3H), δ3.55-3.54 (t, 2H), δ 3.35 (s, 3H), δ 2.76-2.73 (m, 2H), δ 2.48-2.45 (m, 4H), δ2.14-2.08 (m, 3H), δ 1.73-1.71 (m, 7H), δ 1.22-1.18 (m, 13H)

Reference： [1]Current Patent Assignee: LG CHEM CO.,LTD. - US2017/204205, 2017, A1 Location in patent: Paragraph 0130; 0131

43
[ 3121-61-7 ]
[ 31020-47-0 ]
2-methoxyethyl 3-(bis(3-diethoxymethylsilylpropyl)amino)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98.327%	In ethanol at 20℃; for 8h; Inert atmosphere;	10 Preparation Example 10: Preparation of 2-methoxyethyl 3-(bis(3-diethoxy(methyl)silyl)propyl)amino)propanoate To a 100 ml, round-bottomed flask, 73.03 mmol of bis(methyldiethoxysilylpropyl)amine (Gelest Co.) and 20 ml of ethanol were added for dissolving, and 73.03 mmol of ethylene glycol methyl ether acrylate (Acros Co.) was added thereto, followed by stirring at room temperature in nitrogen conditions for 8 hours. After finishing the reaction, solvents were removed under a reduced pressure and distilled at 120° C. under a reduced pressure to obtain 71.77 mmol of a 2-methoxyethyl 3-(bis(3-diethoxy(methyl)silyl)propyl)amino)propanoate compound of Formula (x) (Yield 98.327%). 1H NMR spectroscopic data of separated 2-methoxyethyl 3-(bis(3-diethoxy(methyl)silyl)propyl)amino)propanoate are as follows. 1H-NMR (500 MHz, CDCl3) δ 4.23-4.21 (t, 2H), δ 3.78-3.74 (m, 8H), δ3.60-3.58 (t, 2H), δ 3.39 (s, 3H), δ 2.81-2.78 (t, 2H), δ 2.49-2.46 (t, 2H), δ 2.42-2.39 (t, 3H), δ 1.51-1.45 (m, 5H), δ 1.23-1.20 (t, 18H), δ 0.57-0.54 (t, 4H), δ 0.12 (s, 6H)

Reference： [1]Current Patent Assignee: LG CHEM CO.,LTD. - US2017/204205, 2017, A1 Location in patent: Paragraph 0146; 0147

44
[ 3121-61-7 ]
[ 126-58-9 ]
dipentaerythritol monohydroxypentaacrylate [ No CAS ]
[ 29570-58-9 ]

Yield	Reaction Conditions	Operation in experiment
	With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol; at 120 - 145℃; under 250 - 760 Torr; for 24h;Inert atmosphere;	To a 1 liter flask equipped with a stirrer, a thermometer, an inlet for gas introduction, a rectification tower, and a condenser, 86.33 parts (0.34 mole) of dipentaerythritol, 690.05 parts (5.30 mole) of 2-methoxyethyl acrylate, 4.08 parts (0.04 mole) of DABCO as the catalyst A, 6.52 parts (0.04 mole) of zinc acetate as the catalyst B, and 1.63 parts (2061 wtppm relative to total weight of injected raw materials) of hydroquinone monomethyl ether were injected. Oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) was bubbled in the liquid. Pressure inside the reaction system was adjusted within a range of from 250 to 760 mmHg under heating and stirring with reaction liquid temperature in the range of from 120 to 145 C. A mixture liquid of 2-methoxyethanol and 2-methoxy- ethyl acrylate, which has been generated in accordance with the transesterification, was withdrawn from the reaction system via the rectification tower and condenset In addition, 2-methoxyethyl acrylate in the same parts by weight as the withdrawn solution was added from time to time to the reaction system. As a result of quantiFying the 2-methoxy- ethanol contained in the solution withdrawn from the reaction system, it was found that the reaction yield was 86% afier 24 hours from start of the heating and stirring. Thus, heating of the reaction solution was terminated and, simultaneously, the pressure inside the reaction system was brought back to atmospheric pressure to complete the withdrawing. The reaction solution was cooled to room temperature, and afier separating 8.38 parts of precipitates by filtration, distillation under reduced pressure was for 8 hours at temperature of 70 to 95 C. and pressure range of from 0.001 to 100 mmHg while dry air is bubbled in the filtered solution. Accordingly, a distilled extract liquid containing unreacted2-methoxyethyl acrylate was separated. By using a high performance liquid chromatograph equipped with an UV detector, composition of the residual liquid after distillation under reduced pressure was analyzed. As a result, it was confirmed that dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate are contained as a main component. The purification yield which is obtained by taking the above residual liquid as a purified product was found to be 99%. The results are shown in Table 8.
	With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol; at 120 - 145℃; under 250 - 760 Torr; for 24h;Inert atmosphere;Catalytic behavior;	Into a 1 liter flask equipped with a stirrer, a thermometer, a gas introduction tube, a rectifying column, and a cooling tube, 86.33 parts (0.34 mole) of dipentaerythritol, 690.05 parts (5.30 moles) of 2-methoxyethyl acrylate, 4.077 parts (0.036 mole) of DABCO as the catalyst A, 6.520 parts (0.036 mole) of zinc acetate as the catalyst B, and 1.63 parts (2061 ppm by mass with respect to the total mass of the raw materials charged) of hydroquinone monomethyl ether were charged, and an oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) was allowed to bubble in the liquid. The pressure in the reaction system was adjusted in a range of from 250 to 760 mmHg while heating and stirring the reaction liquid at a temperature in a range of from 120 to 145 C., and a liquid mixture of 2-methoxyethanol generated as a by-product and 2-methoxyethyl acrylate as the transesterification reaction proceeded was taken out from the reaction system via the rectifying column and the cooling tube. In addition, 2-methoxyethyl acrylate in the same parts by mass as that of the liquid taken out was added to the reaction system at all times. As a result of quantitative determination of 2-methoxyethanol contained in the liquid taken out from the reaction system, the reaction yield reached 86% after 24 hours from the start of heating and stirring, and thus the pressure in the reaction system was returned to normal pressure and taking out of the by-product was terminated as well as heating of the reaction liquid was terminated. With regard to the reaction product thus obtained, the reaction liquid was cooled to room temperature as a catalyst recovery step, and 8.38 parts of solid was then separated through pressure filtration. The filtrate after filtration was subjected to vacuum distillation for 8 hours at a temperature of from 70 to 95 C. and a pressure in a range of from 0.001 to 100 mmHg while allowing dry air to bubble in the filtrate, thereby separating a distillate containing unreacted 2-methoxyethyl acrylate. As a result of composition analysis of the residue after vacuum distillation using a high performance liquid chromatograph equipped with a UV detector, it has been confirmed that the residue contains dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate as main components. The purification yield calculated by assuming the residue as a purified product was 99%. The results are presented in Table 2. (0112) As a result of analysis of the solid obtained by separation through filtration in the catalyst recovery step accompanying the reaction step 1, it has been confirmed that the main component of the solid was a complex formed by DABCO of the catalyst A and a compound which contains zinc and is represented by the general formula (2) of the catalyst B at a proportion of 1:2 (molar ratio). In addition, it has been confirmed that the complex has the structural formula (5). (0113) (Reaction Step 2 and Catalyst Recovery Step) (0114) Into a 1 liter flask equipped with a stirrer, a thermometer, a gas introduction tube, a rectifying column, and a cooling tube, 86.33 parts (0.34 mole) of dipentaerythritol, 690.05 parts (5.30 moles) of 2-methoxyethyl acrylate, 2.382 parts (0.021 mole) of DABCO as the catalyst A, 0.975 parts (0.005 mole) of zinc acetate as the catalyst B, 7.965 parts (0.015 mole as catalyst A and 0.030 mole as catalyst B) of the solid obtained in the catalyst recovery step, and 1.63 parts (2059 ppm by mass with respect to the total mass of raw materials charged) of hydroquinone monomethyl ether were charged, and an oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) was allowed to bubble in the liquid. The pressure in the reaction system was adjusted in a range of from 250 to 760 mmHg while heating and stirring the reaction liquid at a temperature in a range of from 120 to 145 C., and a liquid mixture of 2-methoxyethanol generated as a by-product and 2-methoxyethyl acrylate as the transesterification reaction proceeded was taken out from the reaction system via the rectifying column and the cooling tube. In addition, 2-methoxyethyl acrylate in the same parts by mass as that of the liquid taken out was added to the reaction system at all times. As a result of quantitative determination of 2-methoxyethanol contained in the liquid taken out from the reaction system, the reaction yield reached 87% after 24 hours from the start of heating and stirring, and thus the pressure in the reaction system was returned to normal pressure and taking out of the by-product was terminated as well as heating of the reaction liquid was terminated. With regard to the reaction product thus obtained, the reaction liquid was cooled to room temperature as a catalyst recovery step, and 8.38 parts of solid was then separated through pressure filtration. The filtrate after filtration was subjected to vacuum distillation for 8 hours at a temperature of from 70 to 95 C. and a pressure in a rang...
	With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol; at 120 - 145℃; under 250 - 760 Torr; for 24h;Inert atmosphere;Catalytic behavior;	Into a 1 liter flask equipped with a stirrer, a thermometer, a gas introduction tube, a rectifying column, and a cooling tube, 86.33 parts (0.34 mole) of dipentaerythritol, 690.05 parts (5.30 moles) of 2-methoxyethyl acrylate, 4.077 parts (0.036 mole) of DABCO as the catalyst A, 6.520 parts (0.036 mole) of zinc acetate as the catalyst B, and 1.63 parts (2061 ppm with respect to the total mass of the raw materials charged) of hydroquinone monomethyl ether were charged, and an oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) was allowed to bubble in the liquid. The pressure in the reaction system was adjusted in a range of from 250 to 760 mmHg while heating and stirring the reaction liquid at a temperature in a range of from 120 to 145 C., and a liquid mixture of 2-methoxyethanol generated as a by-product and 2-methoxyethyl acrylate as the transesterification reaction proceeded was taken out from the reaction system via the rectifying column and the cooling tube. In addition, 2-methoxyethyl acrylate in the same parts by mass as that of the liquid taken out was added to the reaction system at all times. As a result of quantitative determination of 2-methoxyethanol contained in the liquid taken out from the reaction system, the reaction yield reached 86% after 24 hours from the start of heating and stirring, and thus the pressure in the reaction system was returned to normal pressure and taking out of the by-product was terminated as well as heating of the reaction liquid was terminated. (0106) The reaction product thus obtained was cooled to room temperature and the precipitate was separated through pressure filtration, and 19.45 parts of aluminum silicate (KYOWAAD 700 (trade name) manufactured by Kyowa Chemical Industry Co., Ltd.) as the adsorbent C was then added to the reaction product, and the mixture was heated and stirred for 3 hours at normal pressure and an internal temperature in a range of from 75 to 105 C. for the contact treatment. The solid substance containing the adsorbent C was separated through pressure filtration, and the filtrate was then subjected to vacuum distillation for 8 hours at a temperature of from 70 to 95 C. and a pressure in a range of from 0.001 to 100 mmHg while allowing dry air to bubble in the filtrate, thereby separating a distillate containing unreacted 2-methoxyethyl acrylate. As a result of composition analysis of the residue after vacuum distillation using a high performance liquid chromatograph equipped with a UV detector, it has been confirmed that the residue contains dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate as main components. The purification yield calculated by assuming the residue as a purified product was 97%, the content of nitrogen derived from the catalyst A was 17 ppm, and the content of zinc derived from the catalyst B was 0.5 ppm or less. The results are presented in Table 1.

Reference： [1]Patent: US2017/204044,2017,A1 .Location in patent: Paragraph 0088
[2]Patent: US2018/105483,2018,A1 .Location in patent: Paragraph 0110-0115
[3]Patent: US2018/118658,2018,A1 .Location in patent: Paragraph 0105-0106

45
[ 115-77-5 ]
[ 3121-61-7 ]
2,2-bis(hydroxymethyl)-1,3-propanediyl diacrylate [ No CAS ]
[ 4986-89-4 ]
[ 3524-68-3 ]

Yield	Reaction Conditions	Operation in experiment
	With zinc diacetate; oxygen; 4-methoxy-phenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 105 - 120℃; for 5h;Inert atmosphere;	To a 20 milliliter test tube equipped with a stirring bar, a thermometer, an inlet for gas introduction, and a condenser, 0.533 part (0.0039 mole) of pentaerythritol, 5.308 parts (0.0408 mole) of 2-methoxyethyl acrylate, 0.016 part (0.000 1 mole) of quinuclidine as the catalyst A, 0.025 part (0.0001 mole) of zinc acetate as the catalyst B, and 0.012 part (2036 wtppm relative to total weight of injected raw materials) of hydroquinone monomethyl ether were injected. Reflux under heating with reaction liquid temperature in the range of from 105 to 120 C. was performed for 5 hours while oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) is bubbled in the liquid. Afier that, 2-methoxyethanol contained in the reaction solution, which has been generated in accordance with the transesterification, was quantified, and as a result, the reaction yield was found to be 48%. By using a high performance liquid chromatograph equipped with an UV detector, composition of the reaction product contained the reaction solution was analyzed. As a result, it was confirmed that pentaerythritol diacrylate, pentaerythritol triacrylate, and pentaerythritol tetraacrylate are contained as a main component. The transesterification was performed by the samemethod as Example 1 while modi1zing the polyhydricalcohol, monofunctional (meth)acrylate, the catalyst A, thecatalyst B, reaction temperature, and reaction time, and thereaction yield was calculated. The results are shown in Tableito Table 7. Furthermore, the following abbreviations wereused in the tables.

Reference： [1]Patent: US2017/204044,2017,A1 .Location in patent: Paragraph 0064; 0065; 0088

46
[ 115-77-5 ]
[ 3121-61-7 ]
[ 4986-89-4 ]
[ 3524-68-3 ]

Yield	Reaction Conditions	Operation in experiment
	With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol; at 105 - 120℃; under 130 - 760 Torr; for 30h;Inert atmosphere;	To a 1 liter flask equipped with a stirrer, a thermometer, an inlet for gas introduction, a rectification tower, and a condenser, 69.33 parts (0.51 mole) of pentaerythritol, 690.05 parts (5.30 mole) of 2-methoxyethyl acrylate, 2.04 parts (0.02 mole) of DABCO as the catalyst A, 3.26 parts (0.02 mole) of zinc acetate as the catalyst B, and 1.56 parts (2036 wtppm relative to total weight of injected raw materials) of hydroquinone monomethyl ether were injected. Oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) was bubbled in the liquid. Pressure inside the reaction system was adjusted within a range of from 130 to 760 mmHg under heating and stirring with reaction liquid temperature in the range of from 105 to 120 C. A mixture liquid of 2-methoxyethanol and 2-methoxy- ethyl acrylate, which has been generated in accordance with the transesterification, was withdrawn from the reaction system via the rectification tower and condenset In addition, 2-methoxyethyl acrylate in the same parts by weight as the withdrawn solution was added from time to time to the reaction system. As a result of quanti1zing the 2-methoxy- ethanol contained in the solution withdrawn from the reaction system, it was found that the reaction yield was 88% afier 30 hours from the start of the heating and stirring. Thus, heating of the reaction solution was terminated and, simultaneously, the pressure inside the reaction system was brought back to atmospheric pressure to complete the withdrawing. The reaction solution was cooled to room temperature, and afier separating 3.89 parts of precipitates by filtration, distillation under reduced pressure was carried out for 8 hours at temperature of 70 to 95 C. and pressure range of from 0.001 to 100 mmHg while dry air is bubbled in the filtered solution. Accordingly, a distilled extract liquid containing unreacted 2-methoxyethyl acrylate was separated. By using a high performance liquid chromatograph equipped with an UV detector, composition of the residual liquid afier distillation under reduced pressure was analyzed. As a result, it was confirmed that pentaerythritol triacrylate and pentaerythritol tetraacrylate are contained as a main component. The purification yield which is obtained by taking the above residual liquid as a purified product was found to be 96%. The results are shown in Table 8.
	With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol; at 105 - 120℃; under 130 - 760 Torr; for 30h;Inert atmosphere;Catalytic behavior;	Into a 1 liter flask equipped with a stirrer, a thermometer, a gas introduction tube, a rectifying column, and a cooling tube, 69.33 parts (0.51 mole) of pentaerythritol, 690.05 parts (5.30 moles) of 2-methoxyethyl acrylate, 2.038 parts (0.018 mole) of DABCO as the catalyst A, 3.260 parts (0.018 mole) of zinc acetate as the catalyst B, and 1.56 parts (2036 ppm by mass with respect to the total mass of the raw materials charged) of hydroquinone monomethyl ether were charged, and an oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) was allowed to bubble in the liquid. The pressure in the reaction system was adjusted in a range of from 130 to 760 mmHg while heating and stirring the reaction liquid at a temperature in a range of from 105 to 120 C., and a liquid mixture of 2-methoxyethanol generated as a by-product and 2-methoxyethyl acrylate as the transesterification reaction proceeded was taken out from the reaction system via the rectifying column and the cooling tube. In addition, 2-methoxyethyl acrylate in the same parts by mass as that of the liquid taken out was added to the reaction system at all times. As a result of quantitative determination of 2-methoxyethanol contained in the liquid taken out from the reaction system, the reaction yield reached 88% after 30 hours from the start of heating and stirring, and thus the pressure in the reaction system was returned to normal pressure and taking out of the by-product was terminated as well as heating of the reaction liquid was terminated. (0099) With regard to the reaction product thus obtained, the reaction liquid was cooled to room temperature as a catalyst recovery step, and 3.89 parts of solid was then separated through pressure filtration. The filtrate after filtration was subjected to vacuum distillation for 8 hours at a temperature of from 70 to 95 C. and a pressure in a range of from 0.001 to 100 mmHg while allowing dry air to bubble in the filtrate, thereby separating a distillate containing unreacted 2-methoxyethyl acrylate. As a result of composition analysis of the residue after vacuum distillation using a high performance liquid chromatograph equipped with a UV detector, it has been confirmed that the residue contains pentaerythritol triacrylate and pentaerythritol tetraacrylate as main components. The purification yield calculated by assuming the residue as a purified product was 96%. The results are presented in Table 1. (0100) As a result of analysis of the solid obtained by separation through filtration in the catalyst recovery step accompanying the reaction step 1, it has been confirmed that the main component of the solid was a complex formed by DABCO of the catalyst A and a compound which contains zinc and is represented by the general formula (2) of the catalyst B at a proportion of 1:2 (molar ratio). The result of analysis and the structural formula (4) of the complex are described. (0101) 1H-NMR analysis (deuterated DMSO): delta 6.03 ppm (m, 6H, CH2=CHCO-), delta 5.55 ppm (m, 3H, CH2=CHCO-), delta 2.85 ppm (s, 12H, N-CH2CH2-N), delta 1.78 ppm (s, 3H, CH3CO-) (0102) Elemental analysis: Calcd. for C17H24O8N2Zn2: C, 39.64; H, 4.70; O, 24.85; N, 5.44; Zn, 25.38%. Found: C, 39.80; H, 4.80; O, 25.44; N, 5.70; Zn, 24.26%. (0103) (Reaction Step 2 and Catalyst Recovery Step) (0104) Into a 1 liter flask equipped with a stirrer, a thermometer, a gas introduction tube, a rectifying column, and a cooling tube, 69.33 parts (0.51 mole) of pentaerythritol, and 690.05 parts (5.30 moles) of 2-methoxyethyl acrylate, 1.233 parts (0.011 mole) of DABCO as the catalyst A, 0.625 parts (0.003 mole) of zinc acetate as the catalyst B, 3.699 parts (0.007 mole as catalyst A and 0.014 mole as catalyst B) of the solid obtained in the catalyst recovery step, and 1.56 parts (2035 ppm by mass with respect to the total mass of the raw materials charged) of hydroquinone monomethyl ether were charged, and an oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) was allowed to bubble in the liquid. The pressure in the reaction system was adjusted in a range of from 130 to 760 mmHg while heating and stirring the reaction liquid at a temperature in a range of from 105 to 120 C., and a liquid mixture of 2-methoxyethanol generated as a by-product and 2-methoxyethyl acrylate as the transesterification reaction proceeded was taken out from the reaction system via the rectifying column and the cooling tube. In addition, 2-methoxyethyl acrylate in the same parts by mass as that of the liquid taken out was added to the reaction system at all times. As a result of quantitative determination of 2-methoxyethanol contained in the liquid taken out from the reaction system, the reaction yield reached 89% after 30 hours from the start of heating and stirring, and thus the pressure in the reaction system was returned to normal pressure and taking out of the by-product was terminated as well as heating of the reaction liquid was terminate...
	With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacetate; oxygen; 4-methoxy-phenol; at 105 - 120℃; under 130 - 760 Torr; for 30h;Inert atmosphere;Catalytic behavior;	Into a 1 liter flask equipped with a stirrer, a thermometer, a gas introduction tube, a rectifying column, and a cooling tube, 69.33 parts (0.51 mole) of pentaerythritol, 690.05 parts (5.30 moles) of 2-methoxyethyl acrylate, 2.038 parts (0.018 mole) of DABCO as the catalyst A, 3.260 parts (0.018 mole) of zinc acetate as the catalyst B, and 1.56 parts (2036 ppm with respect to the total mass of the raw materials charged) of hydroquinone monomethyl ether were charged, and an oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) was allowed to bubble in the liquid. The pressure in the reaction system was adjusted in a range of from 130 to 760 mmHg while heating and stirring the reaction liquid at a temperature in a range of from 105 to 120 C., and a liquid mixture of 2-methoxyethanol generated as a by-product and 2-methoxyethyl acrylate as the transesterification reaction proceeded was taken out from the reaction system via the rectifying column and the cooling tube. In addition, 2-methoxyethyl acrylate in the same parts by mass as that of the liquid taken out was added to the reaction system at all times. As a result of quantitative determination of 2-methoxyethanol contained in the liquid taken out from the reaction system, the reaction yield reached 88% after 30 hours from the start of heating and stirring, and thus the pressure in the reaction system was returned to normal pressure and taking out of the by-product was terminated as well as heating of the reaction liquid was terminated. (0104) The reaction product thus obtained was cooled to room temperature and the precipitate was separated through pressure filtration, and 17.25 parts of magnesium silicate (KYOWAAD 600 (trade name) manufactured by Kyowa Chemical Industry Co., Ltd.) as the adsorbent C was then added to the reaction product, and the mixture was heated and stirred for 3 hours at normal pressure and an internal temperature in a range of from 75 to 105 C. for the contact treatment. The solid substance containing the adsorbent C was separated through pressure filtration, and the filtrate was then subjected to vacuum distillation for 8 hours at a temperature of from 70 to 95 C. and a pressure in a range of from 0.001 to 100 mmHg while allowing dry air to bubble in the filtrate, thereby separating a distillate containing unreacted 2-methoxyethyl acrylate. As a result of composition analysis of the residue after vacuum distillation using a high performance liquid chromatograph equipped with a UV detector, it has been confirmed that the residue contains pentaerythritol triacrylate and pentaerythritol tetraacrylate as main components. The purification yield calculated by assuming the residue as a purified product was 94%, the content of nitrogen derived from the catalyst A was 5 ppm, and the content of zinc derived from the catalyst B was 0.01 ppm or less. The results are presented in Table 1.

Reference： [1]Patent: US2017/204044,2017,A1 .Location in patent: Paragraph 0087; 0088
[2]Patent: US2018/105483,2018,A1 .Location in patent: Paragraph 0097-0109
[3]Patent: US2018/118658,2018,A1 .Location in patent: Paragraph 0103-0104

47
[ 3121-61-7 ]
[ 492-38-6 ]
2-methoxyethyl (Z)-(5-oxo-4-phenyl-5H-furan-2-ylidene)acetate [ No CAS ]
2-methoxyethyl (E)-(5-oxo-4-phenyl-5H-furan-2-ylidene)acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 42% 2: 15%	With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate In acetonitrile at 120℃; Inert atmosphere; Sealed tube; Overall yield = 57 %;

Reference： [1]Yu, Chunbing; Zhang, Jian; Zhong, Guofu [Chemical Communications, 2017, vol. 53, # 71, p. 9902 - 9905]

48
[ 3121-61-7 ]
[ 6822-05-5 ]

Yield	Reaction Conditions	Operation in experiment
96 %Spectr.	With borane-ammonia complex; 2-H-1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole In [D₃]acetonitrile at 50℃; for 3h; regioselective reaction;

Reference： [1]Chong, Che Chang; Rao, Bin; Kinjo, Rei [ACS Catalysis, 2017, vol. 7, # 9, p. 5814 - 5819]

49
[ 617-86-7 ]
[ 75-91-2 ]
[ 3121-61-7 ]
C₁₆H₃₄O₅Si [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With copper(II) oxide In water; acetone at 95℃; for 1.5h;

Reference： [1]Lan, Yun; Chang, Xi-Hao; Fan, Pei; Shan, Cui-Cui; Liu, Zi-Bai; Loh, Teck-Peng; Xu, Yun-He [ACS Catalysis, 2017, vol. 7, # 10, p. 7120 - 7125]

50
[ 929-37-3 ]
[ 3121-61-7 ]
2-(2’-vinyloxyethoxy)ethyl acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With tetrabutoxytitanium; 10H-phenothiazine; oxygen; 4-methoxy-phenol at 105 - 120℃; for 1h;	15 preparation of 2-(2-vinyloxyethoxy)ethyl acrylate Rotor,thermometer,Gas introduction pipe,In a 100 milliliter flask equipped with a condenser tube,23.00 parts (0.1740 mol) of diethylene glycol monovinyl ether,40.77 parts (0.3133 mol) of 2-methoxyethyl acrylate,0.0976 parts (0.0009 mol) of DABCO as the catalyst A,0.3611 parts (0.0017 mol) of zinc acrylate as the catalyst B,0.0143 parts of hydroquinone monomethyl ether (222 wt ppm with respect to the total weight of the charged raw materials)0.0010 part (16 wt ppm with respect to the total weight of the charged raw materials) of phenothiazine was charged,While bubbling an oxygen-containing gas (5% by volume of oxygen and 95% by volume of nitrogen) into the solution, heating and stirring were carried out for 5 hours at a reaction solution temperature in the range of 105 to 120 ° C.after that,When 2-methoxyethanol contained in the reaction solution was quantified, the reaction yield was 37%.

Reference： [1]Current Patent Assignee: TOAGOSEI CO LTD - JP2017/48172, 2017, A Location in patent: Paragraph 0064; 0065; 0066

51
[ 931-40-8 ]
[ 3121-61-7 ]
[ 7528-90-7 ]

Yield	Reaction Conditions	Operation in experiment
92%	With 1,4-diaza-bicyclo[2.2.2]octane; zinc diacrylate; oxygen; 4-methoxy-phenol at 105 - 120℃; for 20h;	14 mixer,thermometer,Gas introduction pipe,Into a 1 liter flask equipped with a rectification column and a cooling tube,140.00 parts (1.12 mol) of glycerol 1,2-carbonate,401.14 parts (3.08 mol) of 2-methoxyethyl acrylate,0.266 parts (0.002 mol) of DABCO as the catalyst A,0.984 parts (0.005 mol) of zinc acrylate as catalyst B,0.22 parts of hydroquinone monomethyl ether (400 ppm based on the total weight of the charged raw materials)Oxygen-containing gas (oxygen 5 vol%, nitrogen 95 vol%) was bubbled through the solution.While stirring with heating at a reaction solution temperature of 105 to 120 ° C.,Adjust the pressure inside the reaction system in the range of 90 to 760 mmHg,A mixture of 2-methoxyethanol and 2-methoxyethyl acrylate by-produced as the transesterification proceeded was withdrawn from the reaction system via a rectification column and a cooling pipe.Also,2-Methoxyethyl acrylate of the same mass part as that of the effluent was added as needed to the reaction system.As a result of quantitative determination of 2-methoxyethanol contained in the effluent from the reaction system,Since the reaction yield reached 92% after 20 hours from the start of heating and stirring,Upon completion of the heating of the reaction solution,The pressure in the reaction system was returned to atmospheric pressure, and extraction was terminated.After cooling the obtained reaction product to room temperature,20.4 parts of magnesium silicate (Kyoward 700 (trade name) manufactured by Kyowa Chemical Industry Co., Ltd.)And the mixture was heated and stirred for 2 hours at an internal temperature of 75 to 105 ° C. under normal pressure.After separation of solid matter by pressure filtration,While blowing dry air into the filtrate,Temperature 70 to 95 ° C,Vacuum distillation was carried out for 10 hours at a pressure of 0.001 to 100 mmHg,A distillate containing unreacted 2-methoxyethyl acrylate was separated.As a result of composition analysis of the pot liquid after distillation under reduced pressure using a high performance liquid chromatograph equipped with a UV detector,(2-oxo-1,3-dioxolan-4-yl) methyl acrylate as main components.The purification yield calculated by assuming the pot liquid as a refined product was 97%. The results are shown in Table 6.

Reference： [1]Current Patent Assignee: TOAGOSEI CO LTD - JP2017/48172, 2017, A Location in patent: Paragraph 0070; 0071; 0072; 0073

52
[ 3121-61-7 ]
[ 126-98-7 ]
C₁₀H₁₅NO₃ [ No CAS ]
(Z)-2-methoxyethyl 5-cyanohex-4-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52 % de	With (1,3,4)-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene In toluene for 6h; Inert atmosphere; Reflux; Overall yield = 45 %; Overall yield = 213 mg;	General Procedure of the Tail-to-Tail Cross Dimerization (Entry 4 in Table 1) General procedure: To a two-necked reaction glass tube, TPT1 (71 mg, 0.24 mmol) and toluene (2.0 mL) were addedand heated under reflux under a nitrogen atmosphere. MMA (240 mg, 0.24 mmol) was added andsimultaneously the dropwise addition of 1a (307 mg, 2.4 mmol) in toluene (0.5 mL) was started andcontinued for 360 min using a syringe pump. The crude product was purified by Kugelrohr distillationunder reduced pressure (200 °C, 1 mmHg) and subsequent silica gel column chromatography usinghexane/ethyl acetate (6:1, v/v) as eluent for the separation of homodimers to give 2a as a transparentliquid (220 mg, 40% yield). The GC yields were obtained for the reaction mixtures using n-dodecane (0.2mL) as the internal standard. The product molar ratios were also obtained by GC analysis using thecalibration made from the isolated homodimers and cross-dimers.

Reference： [1]Matsuoka, Shin-Ichi; Fukumoto, Yuki; Suzuki, Masato [Chemistry Letters, 2017, vol. 46, # 7, p. 983 - 986]

53
[ 3121-61-7 ]
[ 80-62-6 ]
C₁₁H₁₈O₅ [ No CAS ]
(E)-6-(2-methoxyethyl) 1-methyl 2-methylhex-2-enedioate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80 % de	With (1,3,4)-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene In toluene for 6h; Inert atmosphere; Reflux; Overall yield = 46 %; Overall yield = 253 mg;	General Procedure of the Tail-to-Tail Cross Dimerization (Entry 4 in Table 1) General procedure: To a two-necked reaction glass tube, TPT1 (71 mg, 0.24 mmol) and toluene (2.0 mL) were addedand heated under reflux under a nitrogen atmosphere. MMA (240 mg, 0.24 mmol) was added andsimultaneously the dropwise addition of 1a (307 mg, 2.4 mmol) in toluene (0.5 mL) was started andcontinued for 360 min using a syringe pump. The crude product was purified by Kugelrohr distillationunder reduced pressure (200 °C, 1 mmHg) and subsequent silica gel column chromatography usinghexane/ethyl acetate (6:1, v/v) as eluent for the separation of homodimers to give 2a as a transparentliquid (220 mg, 40% yield). The GC yields were obtained for the reaction mixtures using n-dodecane (0.2mL) as the internal standard. The product molar ratios were also obtained by GC analysis using thecalibration made from the isolated homodimers and cross-dimers.

Reference： [1]Matsuoka, Shin-Ichi; Fukumoto, Yuki; Suzuki, Masato [Chemistry Letters, 2017, vol. 46, # 7, p. 983 - 986]

54
[ 118-90-1 ]
[ 3121-61-7 ]
2-methoxyethyl 2-(4-methyl-3-oxo-1,3-dihydroisobenzofuran-1-yl)acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; oxygen; potassium acetate; acetic acid at 80℃; for 18h; Green chemistry; chemoselective reaction;
84%	With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium acetate; p-benzoquinone In tert-Amyl alcohol; water at 100℃; for 18h; Electrolysis; chemoselective reaction;

Reference： [1]Bechtoldt, Alexander; Baumert, Marcel E.; Vaccaro, Luigi; Ackermann, Lutz [Green Chemistry, 2018, vol. 20, # 2, p. 398 - 402]
[2]Qiu, Youai; Stangier, Maximilian; Meyer, Tjark H.; Oliveira, João C. A.; Ackermann, Lutz [Angewandte Chemie - International Edition, 2018, vol. 57, # 43, p. 14179 - 14183][Angew. Chem., 2018, vol. 130, p. 14375 - 14379,5]

55
[ 948-65-2 ]
[ 3121-61-7 ]
(2E,2'E)-bis(2-methoxyethyl) 3,3'-(2-(1H-indol-2-yl)-1,3-phenylene)diacrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In ethyl acetate at 140℃; for 24h; Inert atmosphere; Schlenk technique; regioselective reaction;

Reference： [1]Han, Qingshuai; Guo, Xiemin; Tang, Ziyuan; Su, Lv; Yao, Zizhu; Zhang, Xiaofeng; Lin, Shen; Xiang, Shengchang; Huang, Qiufeng [Advanced Synthesis and Catalysis, 2018, vol. 360, # 5, p. 972 - 984]

56
[ 948-65-2 ]
[ 3121-61-7 ]
(E)-2-methoxyethyl 3-(6-(2-(2-methoxyethoxy)-2-oxoethyl)-6H-isoindolo[2,1-a]indol-10-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In N,N-dimethyl-formamide at 140℃; for 24h; Inert atmosphere; Schlenk technique; regioselective reaction;

Reference： [1]Han, Qingshuai; Guo, Xiemin; Tang, Ziyuan; Su, Lv; Yao, Zizhu; Zhang, Xiaofeng; Lin, Shen; Xiang, Shengchang; Huang, Qiufeng [Advanced Synthesis and Catalysis, 2018, vol. 360, # 5, p. 972 - 984]

57
[ 3121-61-7 ]
[ 108-95-2 ]
2-methoxyethyl (E)-3-phenoxyacrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With tetrabutylammomium bromide; oxygen; palladium diacetate; potassium carbonate In dichloromethane at 40℃; for 36h; Schlenk technique;

Reference： [1]Wu, Yun-Bin; Xie, Dan; Zang, Zhong-Lin; Zhou, Cheng-He; Cai, Gui-Xin [Chemical Communications, 2018, vol. 54, # 35, p. 4437 - 4440]

58
[ 3121-61-7 ]
[ 5908-41-8 ]
2-methoxyethyl (E)-3-(2-((trimethylsilyl)carbonyl)phenyl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With silver hexafluoroantimonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper diacetate In 1,2-dichloro-ethane at 60℃; for 24h; Sealed tube; Inert atmosphere; Enzymatic reaction;

Reference： [1]Lu, Xiunan; Shen, Cong; Meng, Keke; Zhao, Li; Li, Tingyan; Sun, Yaling; Zhang, Jian; Zhong, Guofu [Chemical Communications, 2019, vol. 55, # 6, p. 826 - 829]

59
[ 3121-61-7 ]
[ 537684-22-3 ]
2-methoxyethyl 1-methyl-11H-benzo[a]carbazole-6-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With dmap; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; acetic acid In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h; Inert atmosphere; Sealed tube;

Reference： [1]Liu, Anyi; Han, Qingshuai; Zhang, Xiaofeng; Li, Buhong; Huang, Qiufeng [Organic Letters, 2019, vol. 21, # 17, p. 6839 - 6843]

60
[ 3121-61-7 ]
(4-(tert-butyl)benzyl)(trifluoromethyl)sulfane [ No CAS ]
((E)-2-3-(2-methoxyethoxy)-3-oxoprop-1-en-1-yl)-4-(tert-butyl)benzyl trifluoromethyl sulfane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With [2,2]bipyridinyl; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; copper diacetate at 80℃; for 12h; Sealed tube;

Reference： [1]Bao, Rui-Peng; Chen, Xian; Li, Chen; Wang, Dong-Hui [Organic Letters, 2019, vol. 21, # 19, p. 8116 - 8121]

61
[ 3121-61-7 ]
[ 3219-55-4 ]
2-methoxyethyl (2E,4Z)-6-(benzylamino)-5-methyl-6-oxohexa-2,4-dienoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With silver hexafluoroantimonate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; silver(I) acetate; acetic acid In 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere; Sealed tube;

Reference： [1]Li, Tingyan; Shen, Cong; Sun, Yaling; Zhang, Jian; Xiang, Panjie; Lu, Xiunan; Zhong, Guofu [Organic Letters, 2019, vol. 21, # 19, p. 7772 - 7777]

62
[ 3121-61-7 ]
C₂₁H₂₆OSi [ No CAS ]
C₂₇H₃₈O₄Si [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%	With iron(III)-acetylacetonate; phenylsilane In isopropyl alcohol at 70℃; for 20h; diastereoselective reaction;

Reference： [1]Wu, Bin; Zhu, Rong [ACS Catalysis, 2020, vol. 10, # 1, p. 510 - 515]

63
[ 3121-61-7 ]
[ 1223257-10-0 ]
2-methoxyethyl (E)-3-(2-(2-(picolinamido)ethyl)cyclohex-1-en-1-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With palladium diacetate; copper(II) acetate monohydrate; potassium hydrogencarbonate In tert-Amyl alcohol at 130℃; for 2h; Sealed tube; stereoselective reaction;
70%	With copper diacetate; palladium diacetate; potassium hydrogencarbonate In tert-Amyl alcohol at 130℃; for 2h; Sealed tube;	9 Example 9Preparation of 2-methoxyethyl (E) -3- (2- (2- (pyridinamido) ethyl) cyclohex-1-en-1-yl) acrylate (compound III-9): Add to 25mL sealed tube5mg (0.02mmol) of palladium acetate,50 mg (0.50 mmol) of potassium bicarbonate,Copper (II) acetate monohydrate 20 mg (0.10 mmol),2-methoxyethyl acrylate 52 μL (0.40 mmol)And dissolved in 46mg (0.2mmol)N- (2- (cyclohex-1-en-1-yl) ethyl) pyridinamide0.5mL of tert-amyl alcohol solution,The reaction was stirred at 130 ° C in an empty atmosphere for 2 hours.After the reaction, it was cooled to room temperature (18-25 ° C), diluted with ethyl acetate and transferred.Add a little silica gel and spin off the solvent on a rotary evaporator.Then use a silica gel column for purification.The eluent used is petroleum ether with a volume ratio of 2: 1Mixed solution with ethyl acetate,50mg of compound III-9 can be obtained;Yield is 70%;

Reference： [1]Mao, Chun-Li; Zhao, Sheng; Zang, Zhong-Lin; Xiao, Lin; Zhou, Cheng-He; He, Yun; Cai, Gui-Xin [Journal of Organic Chemistry, 2020, vol. 85, # 2, p. 774 - 787]
[2]Current Patent Assignee: SOUTHWEST UNIVERSITY - CN110818630, 2020, A Location in patent: Paragraph 0077; 0078; 0079; 0080

64
[ 544-12-7 ]
[ 3121-61-7 ]
C₁₂H₂₀O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With 2,2,2-trifluoroethanol; (S)-2-acetylamino-3-phenylpropanoic acid; palladium diacetate; caesium carbonate; silver carbonate In 1,4-dioxane at 70℃; for 16h; Inert atmosphere;	4 Example 4: Take a clean reaction bottle, add small magnets, dry, and add palladium acetate (6.7mg, 0.03mmol, 10mol%), N-acetyl-L-phenylalanine (31.0mg, 0.15mmol, 50mol%), silver carbonate (124.1 mg, 0.45 mmol, 1.5 equivalents), cesium carbonate (29.3 mg, 0.09 mmol, 30 mol%), trifluoroethanol (217 μL, 3.0 mmol, 10.0 equivalents), 1,4-dioxane (0.6 mL), and then The corresponding alkenyl alcohol (0.3 mmol, 1.0 equivalent) and the electron-deficient olefin (0.6 mmol, 2.0 equivalent) were added. Then, after heating and reacting at 70 ° C for 16 hours under argon, the reaction solution was separated by direct column chromatography to obtain a yellow oily product (53.4 mg, yield 78%).

Reference： [1]Current Patent Assignee: HANGZHOU NORMAL UNIVERSITY - CN110668942, 2020, A Location in patent: Paragraph 0051-0054

65
[ 3121-61-7 ]
(Z)-N-methyldec-4-enamide [ No CAS ]
(2E,4E)-4-(3-(methylamino)-3-oxopropyl)dec-2,4-dienoic acid methoxyethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
49%	With 2,2,2-trifluoroethanol; (S)-2-acetylamino-3-phenylpropanoic acid; palladium diacetate; silver carbonate; lithium hydroxide In acetonitrile at 70℃; for 16h; Inert atmosphere;	6 Example 6: Preparation of (2E, 4E) -4- (3- (methylamino) -3-oxopropyl) dec-2,4-dienoate methoxyethyl Take a clean reaction bottle, add small magnets, dry, add palladium acetate (0.02mmol, 4.5mg),N-acetyl-L-phenylalanine (0.1 mmol, 20.7 mg), silver carbonate (0.3 mmol, 82.8 mg), lithium hydroxide (0.06 mmol, 1.4 mg), trifluoroethanol (1.0 mmol, 100.0 mg), Acetonitrile (1.0ml),(Z) -N-methyldec-4-enamide (0.2 mmol) and methoxyethyl ester (0.4 mmol). After heating at 70 ° C for 16 hours under argon,The reaction solution was separated by direct column chromatography to obtain the target product (yield: 49%). Yellow oily liquid.

Reference： [1]Current Patent Assignee: HANGZHOU NORMAL UNIVERSITY - CN110642737, 2020, A Location in patent: Paragraph 0063-0065

66
[ 5145-65-3 ]
[ 3121-61-7 ]
2-methoxyethyl (E)-3-(1-benzoyl-1H-pyrrol-2-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With silver hexafluoroantimonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper(II) acetate monohydrate In toluene at 110℃; for 24h; Schlenk technique; Sealed tube; Inert atmosphere; regioselective reaction;

Reference： [1]Chen, Weiqiang; Li, Hui-Jing; Li, Qin-Ying; Wu, Yan-Chao [Organic and Biomolecular Chemistry, 2020, vol. 18, # 3, p. 500 - 513]

67
[ 3121-61-7 ]
C₉H₁₇NO₂ [ No CAS ]
C₁₅H₂₅NO₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With palladium diacetate; silver carbonate; N-acetylglycine In 2,2,2-trifluoroethanol at 80℃; for 16h; Sealed tube; Inert atmosphere;	7 Example 7: An oven-dried screw-cap vial was charged with palladium acetate (4.5 mg, 10 mol%, 0.02 mmol), N-acetylglycine (4.7 mg, 20 mol%, 0.04 mmol), silver carbonate (165.5 mg, 3.0 equivalents, 0.6 mmol) And trifluoroethanol (1.0 mL). Then, the corresponding carbamate (0.2 mmol, 1.0 equivalent) and the corresponding olefin (0.40 mmol, 2.0 equivalent) were sequentially added to the solution. The vial was sealed under nitrogen and heated to 80 ° C and stirred for 16 hours. After cooling, the mixture was filtered and concentrated to obtain a crude product, which was directly used for flash column chromatography (ethyl acetate / petroleum ether mixture) to obtain a bright yellow liquid (29.9 mg, yield 50%).

Reference： [1]Current Patent Assignee: HANGZHOU NORMAL UNIVERSITY - CN110642752, 2020, A Location in patent: Paragraph 0058-0061

68
[ 4894-26-2 ]
[ 3121-61-7 ]
2-methoxyethyl 3-(1-oxo-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(mesityl)imidazolium chloride In acetonitrile at 60℃; for 12h; Schlenk technique;

Reference： [1]Satyam, Killari; Harish, Battu; Nanubolu, Jagadeesh Babu; Suresh, Surisetti [Chemical Communications, 2020, vol. 56, # 18, p. 2803 - 2806]

69
[ 3121-61-7 ]
[ 4145-83-9 ]
2-methoxyethyl (2E,4Z)-4-((diphenylphosphoryl)methylene)-5-hydroxy-5-methylhex-2-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With 1-hydroxy-1,2-benzodioxol-3-(1H)-one; iron(II) phthalocyanine; palladium(II) trifluoroacetate; trifluoroacetic acid In water; dimethyl sulfoxide at 25℃; for 48h; Irradiation; diastereoselective reaction;

Reference： [1]Sun, Xue; Liu, Teng; Yang, Yan-Tong; Gu, Yue-Jie; Liu, Yu-Wei; Ji, Yi-Gang; Luo, Kai; Zhu, Jie; Wu, Lei [Advanced Synthesis and Catalysis, 2020, vol. 362, # 13, p. 2701 - 2708]

70
[ 3121-61-7 ]
[ 947-84-2 ]
2'-(3-(2-methoxyethoxy)-3-oxoprop-1-en-1-yl)-[1,1'-biphenyl]-2-carboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With (S)-acetamidoalanine; palladium diacetate; silver carbonate; p-benzoquinone at 80℃; for 12h; Sealed tube; regioselective reaction;
	With palladium diacetate; silver carbonate; p-benzoquinone; Ac-DL-Ala at 80℃; for 12h; Sealed tube;

Reference： [1]Wei, Yi; Duan, Abing; Tang, Pan-Ting; Li, Jia-Wei; Peng, Rou-Ming; Zhou, Zheng-Xin; Luo, Xiao-Peng; Kurmoo, Mohamedally; Liu, Yue-Jin; Zeng, Ming-Hua [Organic Letters, 2020, vol. 22, # 11, p. 4129 - 4134]
[2]Ke, Zhuofeng; Li, Ming; Liu, Yue-Jin; Luo, Xiao-Peng; Shao, You-Xiang; Tang, Pan-Ting; Wang, Liang-Neng; Wei, Yi; Zeng, Ming-Hua; Zhang, Ni-Juan [Chemical Communications, 2020, vol. 56, # 49, p. 6680 - 6683]

71
[ 3121-61-7 ]
C₁₆H₂₈N₂OSi [ No CAS ]
C₁₉H₃₀N₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With tris(2,2'-bipyridyl)ruthenium dichloride In N,N-dimethyl-formamide at 25℃; for 12h; Schlenk technique; Sealed tube; Glovebox; Inert atmosphere; Irradiation;

Reference： [1]Liu, Shunfa; Yang, Yufan; Gao, Lu; Song, Zhenlei [Chemical Communications, 2020, vol. 56, # 54, p. 7487 - 7490]

72
[ 3121-61-7 ]
C₁₄H₂₇NSi₂ [ No CAS ]
C₂₀H₃₁NO₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With tris(2,2'-bipyridyl)ruthenium dichloride In N,N-dimethyl-formamide at 25℃; for 12h; Schlenk technique; Sealed tube; Glovebox; Inert atmosphere; Irradiation;

Reference： [1]Liu, Shunfa; Yang, Yufan; Gao, Lu; Song, Zhenlei [Chemical Communications, 2020, vol. 56, # 54, p. 7487 - 7490]

73
[ 1070-83-3 ]
[ 3121-61-7 ]
2-methoxyethyl 2-(4,4-dimethyl-6-oxotetrahydro-2H-pyran-2-yl)acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With disodium phosphate heptahydrate; (S)-2-acetylamino-3-phenylpropanoic acid; palladium diacetate; silver carbonate at 120℃; for 18h; Sealed tube;

Reference： [1]Fan, Zhoulong; Park, Han Seul; Yu, Jin-Quan; Zhu, Ru-Yi [Angewandte Chemie - International Edition, 2020, vol. 59, # 31, p. 12853 - 12859][Angew. Chem., 2020, vol. 132, # 31, p. 12953 - 12959,7]

74
[ 3121-61-7 ]
[ 1003-03-8 ]
C₁₁H₂₁NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

75
[ 3121-61-7 ]
[ 2516-34-9 ]
C₁₀H₁₉NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

76
[ 3121-61-7 ]
[ 3218-02-8 ]
C₁₃H₂₅NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

77
[ 6168-72-5 ]
[ 3121-61-7 ]
C₉H₁₉NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

78
[ 3121-61-7 ]
[ 37143-54-7 ]
C₁₀H₂₁NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

79
[ 3121-61-7 ]
[ 64-04-0 ]
C₁₄H₂₁NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

80
[ 3121-61-7 ]
[ 64-04-0 ]
C₂₀H₃₁NO₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

81
[ 5036-48-6 ]
[ 3121-61-7 ]
C₁₂H₂₁N₃O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

82
[ 3121-61-7 ]
[ 75178-96-0 ]
C₁₄H₂₈N₂O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

83
[ 3121-61-7 ]
[ 14316-16-6 ]
(RS)-4-methyl-N-((5-oxopyrrolidin-2-yl)methyl)benzenesulfonamide [ No CAS ]
[ 70-55-3 ]

Yield	Reaction Conditions	Operation in experiment
1: 11% 2: 16%	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

84
[ 3121-61-7 ]
3,5-dimethyl-4-isoxazolepropanamine [ No CAS ]
C₁₄H₂₄N₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

85
[ 112086-66-5 ]
[ 3121-61-7 ]
C₁₃H₂₂N₂O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

86
[ 18166-02-4 ]
[ 3121-61-7 ]
C₁₀H₂₃NO₃Si [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylammoniun azide In acetonitrile at 25 - 26℃; for 20h; Sealed tube; Irradiation;

Reference： [1]Alder, Catherine M.; Ballantyne, George; Cresswell, Alexander J.; Cunningham, William B.; Edwards, Lee J.; Grayson, Matthew N.; Kinsella, Anna G.; McKay, Blandine S. J.; Mules, Tom; Ryder, Alison S. H.; Turner-Dore, Jacob [Angewandte Chemie - International Edition, 2020, vol. 59, # 35, p. 14986 - 14991][Angew. Chem., 2020, vol. 132, # 35, p. 15096 - 15101,6]

87
[ 491-38-3 ]
[ 3121-61-7 ]
(E)-methoxyethyl 3-(4-oxo-4H-chromen-5-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; silver(I) acetate; silver(I) triflimide In 1,2-dichloro-ethane at 20 - 120℃; for 1h; Sealed tube;

Reference： [1]Zhou, Yan; Liang, Hong; Sheng, Yaoguang; Wang, Shaoli; Gao, Yi; Zhan, Lingling; Zheng, Zhilong; Yang, Mengjie; Liang, Guang; Zhou, Jianmin; Deng, Jun; Song, Zengqiang [Journal of Organic Chemistry, 2020, vol. 85, # 14, p. 9230 - 9243]

88
[ 3121-61-7 ]
N-((2-chloro-1,1,2,2-tetrafluoroethyl)sulfinyl)pivalamide [ No CAS ]
2-methoxyethyl 2-(4,4-dimethyl-5-oxopyrrolidin-2-yl)acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With silver(I) acetate; palladium diacetate; sodium carbonate at 120℃; Schlenk technique;

Reference： [1]Chen, Yu-Hao; Li, Chen; Shao, Nan-Qi; Wang, Dong-Hui [Organic Letters, 2020, vol. 22, # 18, p. 7141 - 7146]

89
[ 70957-04-9 ]
[ 3121-61-7 ]
2-methoxyethyl 3-(1-pivaloyl-1H-indol-7-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With silver hexafluoroantimonate; [Ru(OAc)2(p-cymene)]; copper diacetate In 2,2,2-trifluoroethanol at 40℃; for 24h; Inert atmosphere; Schlenk technique;

Reference： [1]Ackermann, Lutz; Choi, Isaac; Messinis, Antonis M. [Angewandte Chemie - International Edition, 2020, vol. 59, # 30, p. 12534 - 12540][Angew. Chem., 2020, vol. 132, # 30, p. 12635 - 12641,7]

90
[ 3121-61-7 ]
2-(cyclohex-2-en-1-yloxy)-1,10-phenanthroline [ No CAS ]
2-methoxyethyl (E)-3-(6-((1,10-phenanthrolin-2-yl)oxy)cyclohex-1-en-1-yl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With 2-methyl-2-phenylpropionic acid; palladium diacetate; silver trifluoroacetate; p-benzoquinone In acetonitrile at 50℃; for 22h; Sealed tube; regioselective reaction;

Reference： [1]Hirano, Koji; Miura, Masahiro; Xu, Shibo [Organic Letters, 2020, vol. 22, # 22, p. 9059 - 9064]

91
[ 3121-61-7 ]
(2E,3E)-4-(p-tolyl)but-3-en-2-one O-isopropyl oxime [ No CAS ]
2-methoxyethyl 6-methyl-4-(p-tolyl)picolinate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With palladium diacetate; silver trifluoroacetate; 2,6-bis(((3S,5S,7S)-adamantan-1-yl)oxy)pyridine In 1,4-dioxane at 90℃; for 24h; regioselective reaction;

Reference： [1]Yamada, Takahiro; Hashimoto, Yoshimitsu; Tanaka, Kosaku; Morita, Nobuyoshi; Tamura, Osamu [Organic Letters, 2021, vol. 23, # 5, p. 1659 - 1663]

92
[ 3121-61-7 ]
(1E,4E)-1,5-di-p-tolylpenta-1,4-dien-3-one O-isopropyl oxime [ No CAS ]
2-methoxyethyl (E)-6-(4-methylstyryl)-4-(p-tolyl)picolinate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With palladium diacetate; silver trifluoroacetate; 2,6-bis(((3S,5S,7S)-adamantan-1-yl)oxy)pyridine In 1,4-dioxane at 90℃; for 24h; regioselective reaction;

Reference： [1]Yamada, Takahiro; Hashimoto, Yoshimitsu; Tanaka, Kosaku; Morita, Nobuyoshi; Tamura, Osamu [Organic Letters, 2021, vol. 23, # 5, p. 1659 - 1663]

93
[ 3121-61-7 ]
[ 10036-43-8 ]
2-methoxyethyl 4-cyano-4-fluoro-4-phenylbutanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃;	Condition A: General procedure: Organocatalyst DBU (0.09 mmol) was added to a mixture of α,β-unsaturated compound 2 (0.45 mmol) and 2-fluoronitrile 1 (0.45 mmol) in DMSO (3mL) at 25 °C from 25 min to 24 h. Once the reaction completed (according to the TLC analysis), water (10 ML) was added followed by extraction with ethyl acetate (3mL × 3). The organic phase was dried over Na2SO4, filtered, and concentrated under vacuum that was purified by flash column chromatography using PE/EA as an eluent to give the corresponding 1,4-adduct.

Reference： [1]Chen, De-Yin; Song, Shuai; Chen, Ling-Yan; Ren, Xinfeng; Li, Ya [Tetrahedron Letters, 2021, vol. 68]

94
[ 3121-61-7 ]
[ 97240-80-7 ]
C₁₉H₃₃NO₁₁S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%	With potassium phosphate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate In water; 1,2-dichloro-ethane at 60℃; for 36h; Inert atmosphere; Irradiation; regioselective reaction;

Reference： [1]Li, Yanru; Miyamoto, Shoto; Torigoe, Takeru; Kuninobu, Yoichiro [Organic and Biomolecular Chemistry, 2021, vol. 19, # 14, p. 3124 - 3127]

95
[ 3121-61-7 ]
1,3-dioxoisoindolin-2-yl 2-methyl-2-phenylpropanoate [ No CAS ]
2-methoxyethyl 3-((2-phenylpropan-2-yl)sulfonyl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With sodium dithionite; lithium acetate; triethylamine hydrochloride In N,N-dimethyl-formamide at 100℃; for 15h; Inert atmosphere;

Reference： [1]Li, Yaping; Wang, Ming; Jiang, Xuefeng [Organic Letters, 2021, vol. 23, # 12, p. 4657 - 4661]

96
[ 3121-61-7 ]
2-cyanobenzyl 2-hydroxy-2-phenylacetate [ No CAS ]
(E)-2-methoxyethyl 3-(3-(2-((2-cyanobenzyl)oxy)-1-hydroxy-2-oxoethyl)phenyl)acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With silver(I) acetate; palladium diacetate; N-acetylglycine at 90℃; for 24h; Sealed tube;

Reference： [1]Muthuraja, Perumal; Usman, Rahamdil; Sajeev, Revathy; Gopinath, Purushothaman [Organic Letters, 2021, vol. 23, # 15, p. 6014 - 6018]

97
[ 75-15-0 ]
[ 3121-61-7 ]
[ 100-63-0 ]
C₁₄H₁₆N₂O₃S₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With cis-dichlorobis(2,2′-bipyridine)ruthenium(II); caesium carbonate In acetonitrile for 12h; Irradiation;	26 A 3-aryl-5-thio-1,3,4-thiadiazole-2-thione derivative having the structure shown in formula I-26: Preparation method: Add 0.2mmol 2-methoxyethyl acrylate, 0.3mmol phenylhydrazine, 0.5mmol carbon disulfide, 0.4mmol cesium carbonate, 0.003mmol tris(2,2-bipyridine) ruthenium dichloride and 1mL acetonitrile into the reaction tube ,After mixing, the reaction was stirred for 12 hours under the irradiation of a light source with a wavelength of 470nm. After the reaction, it was separated and purified by column chromatography. The volume ratio of petroleum ether and ethyl acetate in the column chromatography eluent was 20:1 to obtain the purified target. The product was 54.1 mg, the yield was 77%, and the purity was 99.9%.

Reference： [1]Current Patent Assignee: UNIV GANNAN NORMAL - CN113582946, 2021, A Location in patent: Paragraph 0319-0327

98
[ 112-41-4 ]
[ 3121-61-7 ]
C₁₆H₃₀O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With C₄₂H₅₃N₃O₄Ru In tetrahydrofuran at 25℃; for 24h; Inert atmosphere; Glovebox; Sealed tube; stereoselective reaction;

Reference： [1]Gan, Quan; Grubbs, Robert H.; Ko, Jeong Hoon; Samkian, Adrian E.; Xu, Yan [Angewandte Chemie - International Edition, 2022, vol. 61, # 4][Angew. Chem., 2022, vol. 134, # 4]

99
[ 3121-61-7 ]
[ 789-25-3 ]
C₂₄H₂₆O₃Si [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With ferric(III) chloride; lithium chloride In acetonitrile at 20℃; for 20h; Inert atmosphere; Sealed tube; Irradiation;

Reference： [1]Ding, Ling; Niu, Kaikai; Liu, Yuxiu; Wang, Qingmin [ChemSusChem, 2022, vol. 15, # 10]

100
[ 3121-61-7 ]
[ 1578268-89-9 ]
(E)-4-(2-(quinolin-8-ylcarbamoyl)phenyl)penta-2,4-dienoic acid methoxyethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	With manganese(IV) oxide; palladium diacetate; p-benzoquinone; Trimethylacetic acid In ethanol at 60℃; for 24h; Sealed tube;	22 Example 22: Preparation of (E)-4-(2-(quinolin-8-ylcarbamoyl)phenyl)pent-2,4-dienoic acid methoxyethyl ester A screw cap vial was charged with palladium acetate (15 mol%, 0.023 mmol), manganese dioxide (3.0 equiv, 0.45 mmol), benzoquinone (10 mol%, 0.015 mmol), N-(quinolin-8-yl)-2 - Vinylbenzamide (1.0 equiv, 0.15 mmol), ethanol (1.0 mL).Then pivalic acid (1.5 equiv, 0.23 mmol), followed by methoxyethyl acrylate (2.5 equiv, 0.38 mmol) were added to the solution.The vial was sealed under air and heated to 60°C and stirred for 24 hours.After cooling, the mixture was directly applied to flash column chromatography (PE/EA), and the reaction solution was separated by direct column chromatography to obtain a yellow liquid (32.0 mg, yield 53%).

Reference： [1]Current Patent Assignee: HANGZHOU NORMAL UNIVERSITY - CN114057639, 2022, A Location in patent: Paragraph 0102-0104

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

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CAS No. :	3121-61-7	MDL No. :	MFCD00048149
Formula :	C₆H₁₀O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	130.14	Pubchem ID :	-
Synonyms :

Num. heavy atoms :	9
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.5
Num. rotatable bonds :	5
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	32.85
TPSA :	35.53 Å²

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.7 cm/s

[ CAS No. 3121-61-7 ] {[proInfo.proName]}

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[ 3121-61-7 ] Synthesis Path-Downstream 1~100

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[ 3121-61-7 ]

Alkenes

Aliphatic Chain Hydrocarbons

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Log Po/w (iLOGP) :	2.09
Log Po/w (XLOGP3) :	0.56
Log Po/w (WLOGP) :	0.36
Log Po/w (MLOGP) :	0.28
Log Po/w (SILICOS-IT) :	0.72
Consensus Log Po/w :	0.8

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Log S (ESOL) :	-0.67
Solubility :	27.8 mg/ml ; 0.214 mol/l
Class :	Very soluble
Log S (Ali) :	-0.88
Solubility :	17.2 mg/ml ; 0.132 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.92
Solubility :	15.8 mg/ml ; 0.122 mol/l
Class :	Soluble

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.98

Signal Word:	Danger	Class:	3,8
Precautionary Statements:	P201-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P308+P313-P403+P233	UN#:	2924
Hazard Statements:	H225-H302-H311+H331-H314-H317-H360-H373-H412	Packing Group:	Ⅲ
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
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P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
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P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
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P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
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P413
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P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 3121-61-7 ] {[proInfo.proName]}

Quality Control of [ 3121-61-7 ]

Related Doc. of [ 3121-61-7 ]

Product Details of [ 3121-61-7 ]

Calculated chemistry of [ 3121-61-7 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3121-61-7 ]

Application In Synthesis of [ 3121-61-7 ]

[ 3121-61-7 ] Synthesis Path-Downstream 1~100

Technical Information

Related Functional Groups of [ 3121-61-7 ]

Alkenes

Aliphatic Chain Hydrocarbons

Ethers

Esters

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 3121-61-7 ]