[ CAS No. 1530-32-1 ] {[proInfo.proName]}

Name: 1530-32-1|Ethyltriphenylphosphonium bromide|98%
Brand: Ambeed
SKU: A194526
Price: 5.0 USD
Availability: InStock
Rating: 92 (40 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

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+

2D 3D

Structure of 1530-32-1 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 1530-32-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1530-32-1 ]

SDS Specification

Alternatived Products of [ 1530-32-1 ]

Product Details of [ 1530-32-1 ]

CAS No. :	1530-32-1	MDL No. :	MFCD00011838
Formula :	C₂₀H₂₀BrP	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	JHYNXXDQQHTCHJ-UHFFFAOYSA-M
M.W :	371.25	Pubchem ID :	73727
Synonyms :

Calculated chemistry of [ 1530-32-1 ]

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	18
Fraction Csp3 :	0.1
Num. rotatable bonds :	4
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	104.75
TPSA :	13.59 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.2 cm/s

Lipophilicity

Log Po/w (iLOGP) :	-1.6
Log Po/w (XLOGP3) :	4.74
Log Po/w (WLOGP) :	1.0
Log Po/w (MLOGP) :	5.96
Log Po/w (SILICOS-IT) :	5.11
Consensus Log Po/w :	3.04

Druglikeness

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

Water Solubility

Log S (ESOL) :	-5.47
Solubility :	0.00126 mg/ml ; 0.00000339 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.76
Solubility :	0.00652 mg/ml ; 0.0000176 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-8.33
Solubility :	0.00000174 mg/ml ; 0.0000000047 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	4.6

Safety of [ 1530-32-1 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P501-P273-P270-P264-P280-P391-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P302+P352+P312-P405	UN#:	2811
Hazard Statements:	H301-H312-H315-H319-H411	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 1530-32-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 1530-32-1 ]
Downstream synthetic route of [ 1530-32-1 ]

[ 1530-32-1 ] Synthesis Path-Upstream 1~15

1
[ 4460-86-0 ]
[ 1530-32-1 ]
[ 5273-86-9 ]
[ 2883-98-9 ]

Reference： [1] Organic Preparations and Procedures International, 2007, vol. 39, # 5, p. 514 - 517
[2] Organic Preparations and Procedures International, 2009, vol. 41, # 2, p. 152 - 155
[3] Arkivoc, 2010, vol. 2010, # 2, p. 71 - 96

2
[ 4460-86-0 ]
[ 1530-32-1 ]
[ 5273-86-9 ]
[ 2883-98-9 ]
[ 80423-94-5 ]

Reference： [1] Organic Preparations and Procedures International, 2007, vol. 39, # 5, p. 514 - 517

3
[ 74-96-4 ]
[ 603-35-0 ]
[ 1530-32-1 ]

Yield	Reaction Conditions	Operation in experiment
91.8%	for 10 h; Reflux	In a 1500 ml reaction flask, 54 g (0.5 mol) of ethyl bromide and210 g (0.8 mol) of triphenylphosphine and 1000 ml of toluene were added,Heated to reflux with stirring for 10 hours, the reaction was cooled to 50 ° C,A large amount of solid precipitated, suction filtered, the filter cake was washed with toluene (50ml * 3 times)The solid was dried in a vacuum oven at 50 ° C,Ethyl triphenylphosphonium bromide 170.4g, yield 91.8percent

Reference： [1] Journal of Fluorine Chemistry, 2002, vol. 113, # 2, p. 177 - 183
[2] Pharmazie, 1999, vol. 54, # 1, p. 26 - 30
[3] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1989, vol. <2> 38, # 12, p. 2553 - 2556[4] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1989, vol. <2> 38, # 12, p. 2789 - 2792
[5] Journal of the American Chemical Society, 1980, vol. 102, p. 2437
[6] Patent: CN106632340, 2017, A, . Location in patent: Paragraph 0024; 0025
[7] Phosphorus, Sulfur and Silicon and the Related Elements, 2008, vol. 183, # 5, p. 1188 - 1208
[8] Organometallics, 2014, vol. 33, # 14, p. 3792 - 3803
[9] Organometallics, 2018, vol. 37, # 10, p. 1526 - 1533
[10] Journal of the American Chemical Society, 2012, vol. 134, # 22, p. 9225 - 9239
[11] Journal of Organic Chemistry, 2016, vol. 81, # 24, p. 12084 - 12090
[12] Justus Liebigs Annalen der Chemie, 1967, vol. 707, p. 120 - 129
[13] J. Gen. Chem. USSR (Engl. Transl.), 1963, vol. 33, # 6, p. 1809 - 1812[14] Zhurnal Obshchei Khimii, 1963, vol. 33, # 6, p. 1860 - 1864
[15] Journal of Organic Chemistry, 1958, vol. 23, p. 1245
[16] Justus Liebigs Annalen der Chemie, 1957, vol. 606, p. 1,16
[17] Justus Liebigs Annalen der Chemie, 1961, vol. 646, p. 65 - 77
[18] Zeitschrift fuer Chemie (Stuttgart, Germany), 1990, vol. 30, # 6, p. 193 - 204
[19] Applied Catalysis A: General, 2014, vol. 470, p. 183 - 188
[20] Chemistry - A European Journal, 2015, vol. 21, # 44, p. 15769 - 15784
[21] Organic Letters, 2016, vol. 18, # 3, p. 504 - 507
[22] Advanced Synthesis and Catalysis, 2016, vol. 358, # 11, p. 1731 - 1735
[23] Bioconjugate Chemistry, 2017, vol. 28, # 2, p. 590 - 599
[24] Patent: CN108191915, 2018, A, . Location in patent: Paragraph 0034; 0039

4
[ 1754-88-7 ]
[ 1530-32-1 ]
[ 66070-22-2 ]
[ 66070-35-7 ]

Reference： [1] Tetrahedron Letters, 1987, vol. 28, # 50, p. 6317 - 6320

5
[ 64-17-5 ]
[ 603-35-0 ]
[ 1530-32-1 ]

Reference： [1] Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 48, # 1-4, p. 279 - 280

6
[ 774-48-1 ]
[ 6399-81-1 ]
[ 1530-32-1 ]
[ 100-52-7 ]

Reference： [1] Arkivoc, 2013, vol. 2013, # 3, p. 98 - 108

7
[ 2689-62-5 ]
[ 555-16-8 ]
[ 40277-76-7 ]
[ 1530-32-1 ]

Reference： [1] Synthetic Communications, 1982, vol. 12, # 6, p. 469 - 476

8
[ 108-86-1 ]
[ 20472-49-5 ]
[ 1530-32-1 ]
[ 2751-90-8 ]
[ 3878-45-3 ]

Reference： [1] Journal of Organometallic Chemistry, 1980, vol. 185, # 2, p. 283 - 296

9
[ 774-48-1 ]
[ 6399-81-1 ]
[ 1530-32-1 ]

Reference： [1] Justus Liebigs Annalen der Chemie, 1967, vol. 709, p. 105 - 112

10
[ 603-35-0 ]
[ 3400-55-3 ]
[ 1530-32-1 ]

Reference： [1] Zeitschrift fuer Chemie (Stuttgart, Germany), 1968, vol. 8, p. 184

11
[ 16258-78-9 ]
[ 1530-32-1 ]
[ 130222-63-8 ]

Reference： [1] Journal of Chemical Research, Miniprint, 1990, # 6, p. 1349 - 1372

12
[ 603-35-0 ]
[ 925669-95-0 ]
[ 1530-32-1 ]
[ 126443-67-2 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1989, # 4, p. 477 - 483

13
[ 603-35-0 ]
[ 21490-63-1 ]
[ 1530-32-1 ]
[ 126443-67-2 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1989, # 4, p. 477 - 483

14
[ 108-86-1 ]
[ 20472-49-5 ]
[ 1530-32-1 ]
[ 2751-90-8 ]
[ 3878-45-3 ]

Reference： [1] Journal of Organometallic Chemistry, 1980, vol. 185, # 2, p. 283 - 296

15
[ 1530-32-1 ]
[ 93205-71-1 ]
[ 96184-40-6 ]

Reference： [1] Molecular Crystals and Liquid Crystals (1969-1991), 1985, vol. 131, p. 109 - 124

[ 1530-32-1 ] Synthesis Path-Downstream 1~88

1
[ 917-64-6 ]
[ 2979-69-3 ]
[ 1530-32-1 ]
2-(4,4-Dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propan-2-ol [ No CAS ]

Reference： [1]Australian Journal of Chemistry,1972,vol. 25,p. 1669 - 1693

2
[ 2979-69-3 ]
[ 1530-32-1 ]
[ 38949-52-9 ]
[ 38949-51-8 ]

Reference： [1]Australian Journal of Chemistry,1972,vol. 25,p. 1669 - 1693

3
[ 2979-69-3 ]
[ 1530-32-1 ]
[ 38949-51-8 ]

Reference： [1]Australian Journal of Chemistry,1972,vol. 25,p. 1669 - 1693

4
[ 53-43-0 ]
[ 1530-32-1 ]
[ 22953-07-7 ]

Yield	Reaction Conditions	Operation in experiment
92.7%	With potassium <i>tert</i>-butylate In tetrahydrofuran for 4.5h; Ambient temperature;
92%	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 3.25h; Inert atmosphere; Stage #2: dehydroepiandrosterone In tetrahydrofuran for 5.25h; Reflux;	1 ( )-3p-hydroxy-pregna-5, 17(20)-diene (10) To a suspension of ethyltriphenylphosphonium bromide (26.07 g, 70.21 mmol) in freshly distilled THF (100 mL), 1 M solution of i-BuOK in dry THF (65 mL, 65 mmol) was added drop wise in 15 min at room temperature under argon atmosphere. The orange suspension was stirred for 3 h at room temperature and then a solution of dehydroepiandrosterone (9) (5 g, 17.34 mmol) in freshly distilled THF (50 mL) was added dropwise in 15 min and the mixture was refluxed for 5 h. The reaction mixture was treated with 250 mL of 3 N HC1 and extracted with CH2CI2. The organic phase was washed with H2O and brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude brown oil was filtered on a silica pad (Eluent: Petroleum ether/Et^O from 100:0 (v/v) to 70:30 (v/v) to give (Z)-3p-hydroxy-pregna-5,17(20)-diene (10) (4.79 g, 15.95 mmol, 92%) as white amorphous solid. -NMR (CDCb, 400 MHz): δ 0.90 (s, 3H, I8-CH3), 1.03 (s, 3Η, 19-CH3), 3.51-3.54 (m, 1Η, 3-CH), 5.14 (q, J= 7.2 Hz, 1H, 20-CH), 5.36 (d, J= 4.9 Hz, 1H, 6- CH). 13C-NMR (CDCb, 100.6 MHz): 13.1, 16.6, 19.3, 21.2, 24.4, 31.4 (2x), 31.6, 31.7, 36.5, 37.0, 37.2, 42.2, 44.0, 50.1, 56.5, 71.7, 113.4, 121.5, 140.7, 150.2.
92%	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: dehydroepiandrosterone In tetrahydrofuran at 0 - 80℃; for 2h; Inert atmosphere;	2.1 (17Z)-pregna-4,17-dien-3-one (3) A flask was charged with EtPPh3Br (37.8 g, 101.8 mmol), t-BuOK (11.4 g, 101.6mmol), and a stir bar under argon. THF (170 mL) was added via syringe, and thesuspension was stirred for 1 h at room temperature. The reaction mixture was cooled to 0 °C, and a solution of the dehydroepiandrosterone (9.8 g, 34.0 mmol) in THF (170 mL)was added. The reaction mixture was stirred at 80 °C under argon for 2 h. Water (150mL) was added slowly, and the product was extracted with EtOAc (100 mL × 3). Thecombined organic layers were washed with brine, drive over Na2SO4, and evaporatedunder reduced pressure. Hexane/EtOAc (v/v = 5:1) (340 mL) was added to the residueto precipitate the byproduct, triphenylphosphine oxide (PPh3=O), which was filtered out.The filtrated organic phase was evaporated under reduced pressure, affording the crudesteroid 2. No purification was attempted on this crude compound. Crude steroid 2,Al(Oi-Pr)3 (3.4 g, 16.6 mmol), cyclohexanone (34 mL), and benzene (340 mL) werestirred under reflux condition for 4 h. The mixture was cooled to 0 °C and thencautiously quenched with 10% aqueous H2SO4 solution (150 mL), and the product wasextracted with EtOAc (100 mL × 3). The combined organic layers were washed withbrine, drive over Na2SO4, and evaporated under reduced pressure. Chromatography oversilica gel with hexane/EtOAc (v/v = 3:1) gave compound 3 as white solids (9.3 g, 92%).ESI-MS: m/z calcd for C21H30O [M]+ 299.24, found 299.20. The spectroscopic datawere in agreement with that reported in the literature.1

92%	With potassium <i>tert</i>-butylate In tetrahydrofuran at 80℃; for 4h; Inert atmosphere; stereoselective reaction;	(3β, 17Z)-pregna-5,17(20) -dien-3-ol (1) A flask was charged with EtPPh3Br (64.82g, 174.6mmol), t-BuOK (19.59g, 174.6mmol), and a stir bar under nitrogen atmosphere. Anhydrous THF (300mL) was added via syringe, and the suspension was stirred for 1h at room temperature. The reaction mixture was cooled to 0°C, and a solution of the DHEA (16.78g, 58.2mmol) in THF (200mL) was added. The reaction mixture was stirred at 80 under argon for 4h. After cooling to 0°C, water (300mL) was added slowly, and the product was extracted with EtOAc (150mL×3). The combined organic layers were washed with brine, dried over Na2SO4, and evaporated under reduced pressure. Hexane/EtOAc (v/v=5:1) (500mL) was added to the residue to precipitate the byproduct, triphenylphosphine oxide, which was filtered out. The filtrated organic phase was evaporated under reduced pressure to dryness, affording the crude product, which was purified by recrystallization with methanol to give 1 (16.09g, 92%) as white needles; mp: 119-121°C [lit. [25] 118-120°C]. 1H NMR (600MHz, CDCl3) δ 5.39-5.34 (m, 1H), 5.18 - 5.10 (m, 1H), 3.57-3.49 (m, 1H), 2.41-2.34 (m, 1H), 2.34-2.28 (m, 2H), 2.27-2.23 (m, 1H), 2.22-2.15 (m, 1H), 2.06-1.99 (m, 1H), 1.89-1.81 (m, 2H), 1.66 (dt, J=7.2, 1.9Hz, 3H), 1.64-1.62 (m, 1H), 1.62-1.60 (m, 1H), 1.60-1.56 (m, 1H), 1.55-1.53 (m, 3H), 1.53-1.47 (m, 2H), 1.26-1.15 (m, 1H), 1.17-1.13 (m, 1H), 1.12-1.06 (m, 1H), 1.02 (s, 3H), 1.00-0.95 (td, J=11.5, 4.8Hz, 1H), 0.90 (s, 3H); 13C NMR (150MHz, CDCl3) δ 150.25, 140.80, 121.58, 113.50, 71.76, 56.54, 50.16, 44.05, 42.30, 37.21, 36.99, 36.57, 31.73, 31.66, 31.46, 31.42, 24.49, 21.24, 19.38, 16.63, 13.14. ESI-MS m/z: 301.2 [M+H]+.
88%	With potassium <i>tert</i>-butylate In tetrahydrofuran Heating;
	With potassium <i>tert</i>-butylate In dimethyl sulfoxide
	With potassium <i>tert</i>-butylate 1.) THF, r.t., 30 min, 2.) THF, reflux, 3.5 h; Yield given. Multistep reaction;
	With potassium <i>tert</i>-butylate 1.) THF, room temperature, 1 h, 2.) reflux, 4 h; Yield given. Multistep reaction;

Reference： [1]Timberlake, Larry D.; Morrison, Harry [Journal of the American Chemical Society, 1999, vol. 121, # 15, p. 3618 - 3632]
[2]Current Patent Assignee: INTERCEPT PHARMACEUTICALS, INC. - WO2017/19524, 2017, A1 Location in patent: Page/Page column 57-58
[3]Lee, Dahae; Kim, Taejung; Kim, Ki Hyun; Ham, Jungyeob; Jang, Tae Su; Kang, Ki Sung; Lee, Jae Wook [Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 14, p. 3156 - 3161]
[4]Chen, Wang; Hu, Daihua; Feng, Zili; Liu, Zhaopeng [Steroids, 2021, vol. 172]
[5]Deng, Lehua; Wu, Hao; Yu, Biao; Jiang, Manrong; Wu, Jiarui [Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 11, p. 2781 - 2785]
[6]Drefahl,G. et al. [Chemische Berichte, 1965, vol. 98, p. 604 - 612]
[7]Houston, Todd A.; Tanaka, Yoshio; Koreeda, Masato [Journal of Organic Chemistry, 1993, vol. 58, # 16, p. 4287 - 4292]
[8]Deng, Shaojiang; Yu, Biao; Lou, Yun; Hui, Yongzheng [Journal of Organic Chemistry, 1999, vol. 64, # 1, p. 202 - 208]

5
[ 329-98-6 ]
[ 1530-32-1 ]
[ 51848-89-6 ]

Reference： [1]Journal of Organic Chemistry,1974,vol. 39,p. 2728 - 2736

6
[ 329-98-6 ]
[ 1530-32-1 ]
[ 51849-08-2 ]

Reference： [1]Journal of Organic Chemistry,1974,vol. 39,p. 2728 - 2736

7
[ 603-35-0 ]
[ 3400-55-3 ]
[ 1530-32-1 ]

Reference： [1]Zeitschrift fur Chemie,1968,vol. 8,p. 184

8
[ 4925-88-6 ]
[ 1530-32-1 ]
[ 81129-26-2 ]
[ 81129-27-3 ]

Reference： [1]Journal of Medicinal Chemistry,1982,vol. 25,p. 526 - 530

9
[ 779-90-8 ]
[ 1530-32-1 ]
[ 52385-35-0 ]

Reference： [1]Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry,1981,vol. 35,p. 723 - 730

10
[ 52387-36-7 ]
[ 1530-32-1 ]
1-chloro-6-octene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium <i>tert</i>-butylate In tetrahydrofuran 1.) 23 deg C, 15 min, 2.) -78 deg C, 2 h, 3.) 23 deg C, 14 h;

Reference： [1]Curran [Journal of the American Chemical Society, 1983, vol. 105, # 18, p. 5826 - 5833]

11
[ 14113-96-3 ]
[ 1530-32-1 ]
[ 111948-58-4 ]
[ 111948-57-3 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hexamethyldisilazane 1) ether, 2) heating; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

Reference： [1]Tarakanova, A. V.; Baranova, S. V.; Pekhk, T. I.; Dogadin, O. B.; Zefirov, N. S. [Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, p. 464 - 470][Zhurnal Organicheskoi Khimii, 1987, vol. 23, # 3, p. 515 - 521]

12
[ 1530-32-1 ]
[ 93205-71-1 ]
p-[Trans-4-(trans-1-propenyl)cyclohexyl]benzonitrile [ No CAS ]
[ 96184-40-6 ]

Reference： [1]Molecular Crystals and Liquid Crystals (1969-1991),1985,vol. 131,p. 109 - 124

13
[ 1530-32-1 ]
[ 1442-03-1 ]
[ 113195-37-2 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 2455 - 2460

14
[ 13949-93-4 ]
[ 1530-32-1 ]
[ 74-88-4 ]
[ 38996-77-9 ]

Reference： [1]Journal of Organic Chemistry,1984,vol. 49,p. 2748 - 2754

15
[ 7311-34-4 ]
[ 1530-32-1 ]
[ 146205-98-3 ]

Yield	Reaction Conditions	Operation in experiment
72.1%	With potassium <i>tert</i>-butylate; tetrabutylammomium bromide In N,N-dimethyl-formamide at 0 - 95℃; for 4.5h; Inert atmosphere;	4.1.2 General procedure B General procedure: To a stirred mixture of alkyl triphenylphosphonium bromide (9.0mmol), t-BuOK (2.7g, 24.0mmol), and TBAB (0.1g, 0.3mmol) in dry DMF (10mL) was added the corresponding methoxybenzaldehyde derivative (6.0mmol) under the protection of nitrogen at 0-5°C and stirring was continued at room temperature (RT) for 0.5h. The reaction mixture was heated at 90-95°C for 4h. After completing the reaction (TLC monitoring), the reaction mixture was quenched with 70mL H2O. Then the mixture was extracted three times with 70mL EtOAc. The organic phase was collected, dried over anhydrous MgSO4, filtered, and concentrated in reduced pressure. The residue was purified using silica gel chromatography (Pet. Ether/EtOAc, v/v=40-20:1).
	Yield given. Multistep reaction;

Reference： [1]Zhang, Jian; Mu, Keman; Yang, Peng; Feng, Xinqian; Zhang, Di; Fan, Xiangyu; Wang, Qiantao; Mao, Shengjun [Bioorganic Chemistry, 2021, vol. 115]
[2]Giles, Robin G. F.; Rickards, Rodney W.; Senanayake, Badra S. [Journal of the Chemical Society. Perkin transactions I, 1996, # 18, p. 2241 - 2248]

16
[ 1530-32-1 ]
[ 13719-61-4 ]
(Z)-1-(2'-Chloro-5'-methoxyphenyl)prop-1-ene [ No CAS ]
(E)-1-(2'-Chloro-5'-methoxyphenyl)prop-1-ene [ No CAS ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1997,p. 3361 - 3370

17
[ 1530-32-1 ]
[ 82832-73-3 ]
4'-Ethylidene-4-propyl-bicyclohexyl [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,1998,vol. 37,p. 484 - 489

18
[ 33021-53-3 ]
[ 1530-32-1 ]
3-((Z)-buten-2-yl)quinoline [ No CAS ]
(E)-3-(1-methylprop-1-enyl)-quinoline [ No CAS ]

Reference： [1]Monatshefte fur Chemie,1998,vol. 129,p. 967 - 974

19
[ 4925-88-6 ]
[ 1530-32-1 ]
[ 49558-68-1 ]

Reference： [1]Journal of Medicinal Chemistry,1999,vol. 42,p. 2245 - 2250

20
[ 1011-27-4 ]
[ 1530-32-1 ]
1,3-Dimethoxy-2-methyl-5-((E)-propenyl)-benzene [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,p. 2881 - 2886

21
[ 441-38-3 ]
[ 1530-32-1 ]
1-hydroxy-1,2-diphenyl-2-N-ethyliminoethane [ No CAS ]
(4,5-diphenyl-3,4,5-trihydro-1-ethylpyrrole-2-ylidene)triphenylphosphorane [ No CAS ]

Reference： [1]Phosphorus, Sulfur and Silicon and the Related Elements,2000,vol. 165,p. 171 - 189

22
[ 4903-09-7 ]
[ 1530-32-1 ]
[ 6396-53-8 ]
(E)-2-chloro-4-(1'-propenyl)anisole [ No CAS ]

Reference： [1]Bioscience, Biotechnology and Biochemistry,2002,vol. 66,p. 697 - 701

23
[ 41727-58-6 ]
[ 1530-32-1 ]
(E)-2,6-dichloro-4-(1'-propenyl)anisole [ No CAS ]
[ 441284-62-4 ]

Yield	Reaction Conditions	Operation in experiment
32%	With sodium hexamethyldisilazane In tetrahydrofuran; hexane; toluene at 20℃; for 12h;

Reference： [1]Kousaka, Takeshi; Mori, Kenji [Bioscience, Biotechnology and Biochemistry, 2002, vol. 66, # 3, p. 697 - 701]

24
[ 1530-32-1 ]
[ 126485-58-3 ]
[ 779341-24-1 ]

Yield	Reaction Conditions	Operation in experiment
41%	Stage #1: ethyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h; Stage #2: 3'-methoxy-[1,1'-biphenyl]-3-carboxaldehyde In tetrahydrofuran; hexane

Reference： [1]Mor, Marco; Rivara, Silvia; Lodola, Alessio; Plazzi, Pier Vincenzo; Tarzia, Giorgio; Duranti, Andrea; Tontini, Andrea; Piersanti, Giovanni; Kathuria, Satish; Piomelli, Daniele [Journal of Medicinal Chemistry, 2004, vol. 47, # 21, p. 4998 - 5008]

25
[ 32024-15-0 ]
[ 1530-32-1 ]
[ 7306-46-9 ]
5-[(Z)-3-(3,4-Dimethoxy-phenyl)-2-methyl-propenyl]-1-iodo-2,3-dimethoxy-benzene [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2004,vol. 43,p. 2446 - 2449

26
[ 1530-32-1 ]
[ 54881-49-1 ]
(Z)-1-(2'-chloro-3'-methoxyphenyl)prop-1-ene [ No CAS ]
(E)-1-(2'-chloro-3'-methoxyphenyl)prop-1-ene [ No CAS ]

Reference： [1]Australian Journal of Chemistry,2005,vol. 58,p. 565 - 571

27
[ 13679-74-8 ]
[ 1530-32-1 ]
[ 859795-01-0 ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 1445 - 1448

28
[ 13679-73-7 ]
[ 1530-32-1 ]
[ 874512-26-2 ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 1445 - 1448

29
[ 7209-11-2 ]
[ 1530-32-1 ]
[ 936231-82-2 ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 1445 - 1448

30
[ 1530-32-1 ]
[ 58119-67-8 ]
[ 936231-85-5 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; Stage #2: 1-(5-Chlor-3-thienyl)-ethanon In tetrahydrofuran at -78 - 20℃;

Reference： [1]Jung, Jae-Kyu; Johnson, Benjamin R.; Duong, Tracy; Decaire, Marc; Uy, Jane; Gharbaoui, Tawfik; Boatman, P. Douglas; Sage, Carleton R.; Chen, Ruoping; Richman, Jeremy G.; Connolly, Daniel T.; Semple, Graeme [Journal of Medicinal Chemistry, 2007, vol. 50, # 7, p. 1445 - 1448]

31
[ 1530-32-1 ]
[ 74588-78-6 ]
[ 622863-60-9 ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4896 - 4911

32
3-(4'-(4-ethoxy-2,3-difluorophenyl)-bicyclohexyl-3'-ene-trans-4-yl)propionaldehyde [ No CAS ]
[ 1530-32-1 ]
[ 25932-11-0 ]
4-(4-ethoxy-2,3-difluorophenyl)-trans-4'-pent-3-enylbicyclohexyl-3-ene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In tetrahydrofuran; water; toluene;	Example 4 Synthesis of 4-(4-ethoxy-2,3-difluorophenyl)-trans-4'-pent-3-enylbicyclohexyl-3-ene (No. 192) 8.28 g of well dried ethyltriphenylphosphonium bromide and 40 mL of THF were mixed under nitrogen atmosphere and cooled to -10 C. Thereafter, 2.50 g of potassium t-butoxide (t-BuOK) was added thereto by dividing into 3 portions at a temperature range of from -10 to -5 C. After stirring at -5 C. for 60 minutes, 7.00 g of the compound (9) dissolved in 20 mL of THF was added dropwise thereto at -5 C. After stirring at 0 C. for 30 minutes, the reaction mixture was added to and mixed with a mixture of 100 mL of water and 100 mL of toluene. Thereafter, the mixture was separated into an organic layer and an aqueous layer by standing still so as to attain extraction to the organic layer. The resulting organic layer was fractionated and washed with water, followed by drying over anhydrous magnesium sulfate. A residue obtained by concentrating the resulting solution under reduced pressure was purified by silica gel column chromatography using a mixed solvent of heptane and toluene (heptane/toluene=4/1 by volume) as eluent, and the elude was concentrated under reduced pressure to obtain 7.77 g of a white solid. 31 mL of Solmix A-11 was added to 7.77 g of the white solid, to which, under stirring, 12.0 g of <strong>[25932-11-0]sodium benzenesulfinate dihydrate</strong> was added, and subsequently 31 mL of 6N hydrochloric acid was added, followed by refluxing under heating for 5 hours. After cooling the reaction mixture to 30 C., 100 mL of water and 100 mL of toluene were added to and mixed with the resulting solution, which was then separated into an organic layer and an aqueous layer by standing still, so as to attain extraction to the organic layer. The resulting organic layer was fractionated and washed with water, a 0.5N sodium hydroxide aqueous solution, a saturated sodium bicarbonate aqueous solution and water, followed by drying over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography using a mixed solvent of heptane and toluene (heptane/toluene=3/1 by volume) as eluent, followed by concentrating the elude under reduced pressure. The resulting residue was purified by recrystallization from a mixed solvent of heptane and Solmix A-11 (heptane/Solmix A-11=3/1 by volume) to obtain 1.50 g of 4-(4-ethoxy-2,3-difluorophenyl)-trans-4'-pent-3-enylbicyclohexyl-3-ene (No. 192).

Reference： [1]Patent: US2008/63814,2008,A1

33
[ 4460-86-0 ]
[ 1530-32-1 ]
[ 5273-86-9 ]
[ 2883-98-9 ]

Reference： [1]Organic Preparations and Procedures International,2007,vol. 39,p. 514 - 517
[2]Organic Preparations and Procedures International,2009,vol. 41,p. 152 - 155
[3]ARKIVOC,2010,vol. 2010,p. 71 - 96

34
[ 4460-86-0 ]
[ 1530-32-1 ]
[ 5273-86-9 ]
[ 2883-98-9 ]
[ 80423-94-5 ]
2,3-dihydro-4,5,7-trimethoxy-1-ethyl-2-methyl-3-(2,4,5-trimethoxyphenyl)indene [ No CAS ]

Reference： [1]Organic Preparations and Procedures International,2007,vol. 39,p. 514 - 517

35
[ 1530-32-1 ]
[ 73365-02-3 ]
[ 664364-30-1 ]

Yield	Reaction Conditions	Operation in experiment
		Reference Example 112 To dimethylsulfoxide (20 mL) was added sodium hydride (60% in oil, 0.6 g) at room temperature, the mixture was kept to 55C and stirred for 1 hour. Ethyl (triphenyl)phosphonium bromide (5.57 g) was added and the mixture was stirred at 55C for 45 minutes. The reaction solution was returned to room temperature, and tert-butyl (2R)-2-formylpyrrolidine-1-carboxylate (2 g) was dissolved in dimethyl sulfoxide (4 mL), added, and the mixture was stirred for 16 hours. Iced water was poured into the reactant, and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain tert-butyl 2-[(1E)-prop-1-enyl]pyrrolidine-1-carboxylate (1.6 g). 1H-NMR (200 MHz, CDCl3) delta: 1.44(9H, s), 1.50-2.20(7H, m), 3.30-3.50(2H, m), 4.10-4.65(1H, m), 5.20-5.60(2H, m).

Reference： [1]Patent: EP1553074,2005,A1 .Location in patent: Page/Page column 58

36
[ 1530-32-1 ]
[ 73365-02-3 ]
[ 868286-65-1 ]

Yield	Reaction Conditions	Operation in experiment
	With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20℃;	Intermediate XLIII: (2R)-2-[(1Z)-prop-1-enyl]pyrrolidine; Step A: Wittig Reaction; To a solution of Boc-D-prolinal (0.5 g, 2.5 mmol) in tetrahydrofuran (10 mL) was added ethyltriphenylphosphonium bromide (3.7 g, 10.0 mmol) and cooled to-78 C. Then added dropwise lithium hexamethyldisilazide 1.0 M in THF (12 mL) and continued stirring from-78 C to rt overnight. Upon completion as determined by TLC (99: 1 methylene chloride to methanol with ninhydrin) the mixture was quenched with 20% ammonium chloride solution and extracted with ethyl acetate. The organic was washed with brine, dried over sodium sulfate anhydrous and concentrated in vacuo very carefully as the product is volatile. Crude product was purified on silica gel using a 99:1 mixture of methylene chloride to methanol as mobile phase with ninhydrin to develop. Pure fractions were combined and dried to yield tert-butyl-(2R)-2-[(1Z)-prop-1-enyl]pyrrolidine-1-carboxylate. LC-MS m/z (minus t-butyl + 1) = 156. ¹H NMR (CD30D, 400 Mhz) 5.47-5.41 ppm (m, 1H), 5.34-5.28 (m, 1H), 4.58-4.53 (m, 1H), 3.42-3.34 (m, 3H), 2.14-2.06 (m, 1H), 1.96-1.77 (m, 2H), 1.70-1.58 (m, 3H), 1.42 (s, 9H).

Reference： [1]Advanced Synthesis and Catalysis,2010,vol. 352,p. 2171 - 2176
[2]Patent: WO2005/103020,2005,A1 .Location in patent: Page/Page column 90

37
[ 4038-14-6 ]
[ 233773-31-4 ]
[ 1530-32-1 ]
1-(3,4-Dimethoxyphenyl)-1-phenylprop-1-ene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With lithium hexamethyldisilazane;	EXAMPLE 5 1-(3,4-Dimethoxyphenyl)-1-phenylprop-1-ene (E and Z Isomers) 1-(3,4-Dimethoxyphenyl)-1-phenylprop-1-ene was prepared analogously to methyl 3,3-bis-(3,4-dimethoxyphenyl)acrylate using <strong>[4038-14-6]3,4-dimethoxybenzophenone</strong> (3 g, 12.4 mmol), (ethyl)triphenylphosphonium bromide (5.1 g, 13.6 mmol) and lithium hexamethyldisilazide (13.6 mL, 13.6 mmol, 1M) with a reaction time of 4 hours at room temperature. The crude mixture was purified by flash column chromatography (silica gel, 10% hexane/methylene chloride) to afford 1.3 g (41%) of a mixture of the E and Z isomers as a white solid: mp 72-73 C.; 1 H NMR (CDCl3) delta 7.40-6.80 (m, 16H), 6.16-6.08 (m, 2H), 3.90-3.80 (m, 12H), 1.97-1.73 (m, 6H); 13 C NMR (CDCl3) delta 148.6, 148.5, 148.1, 147.8 142.9, 142.3, 142.0, 140.0, 136.0, 132.5, 129.9, 128.0, 128.0, 127.1, 126.7, 126.6, 123.8, 122.6, 122.5, 119.8, 113.6, 110.8, 110.7, 110.4, 55.8, 55.8, 55.7, 15.7, 15.5; Anal. Calcd for C17 H18 O2. Theoretical: C, 80.28; H, 7.13. Found: C, 79.94; H, 7.12.

Reference： [1]Patent: US5929117,1999,A

38
trans-4-(trans-4-(trans-4-propylcyclohexyl)cyclohexyl)cyclohexyl carbaldehyde [ No CAS ]
[ 1530-32-1 ]
[ 25932-11-0 ]
1-((E)-1-propenyl)-trans-4-(trans-4-(trans4-propylcyclohexyl)cyclohexyl)cyclohexane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41.6%	With hydrogenchloride; potassium tert-butylate; sodium carbonate; In tetrahydrofuran; water;	EXAMPLE 2 Preparation of 1-((E)-1-propenyl)-trans-4-(trans-4-(trans4-propylcyclohexyl)cyclohexyl)cyclohexane (Compound No. 65 of formula (I) wherein R1 is C3 H7, the rings A1, A2 and A3 are trans-1,4-cyclohexylene groups, m is 0 and R2 is --CH3) A mixture of 7.28 g (19.6 mmol) of ethyltriphenylphosphonium bromide and 70 ml of THF was cooled to -50 C. To this mixture was added 2.42 g (21.6 mmol) of t-BuOK and the resulting mixture was stirred for one hour. To this mixture was added dropwise, while maintaining a temperature at below -50 C., a solution of 5.00 g (15.7 mmol) of trans-4-(trans-4-(trans-4-propylcyclohexyl)cyclohexyl)cyclohexyl carbaldehyde. After completion of the dropwise addition, the reaction temperature was gradually allowed to rise up to room temperature and the mixture was stirred for further 5 hours. After the reaction was completed by adding 50 ml of water, the reaction mixture was extracted with 300 ml of toluene. The organic layer was washed three times with 100 ml of water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. A silica gel column chromatography (a developing solvent: heptane) of the residue gave 2.70 g of crude 1-((E)-1-propenyl)-trans-4-(trans-4-(trans-4-propylcyclohexyl)cyclohexyl)cyclo-hexane. 2.70 g (8.17 mmol) of the crude product was mixed with 2.45 g (12.3 mmol) of <strong>[25932-11-0]sodium benzenesulfinate dihydrate</strong>, 2.0 ml (12.3 mmol) of 6N hydrochloric acid and 20 ml of a mixed solvent of toluene/ethanol (1/1) and the resulting mixture was heated under reflux for 16 hours. After cooling to room temperature, 50 ml of water was added to the reaction mixture which was then extracted with 150 ml of toluene. The organic layer was washed three times with a saturated aqueous solution of sodium carbonate and three times with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was subjected to a silica gel column chromatography (developing solvent=toluene) to give 2.32 g of crude 1-((E)-1-propenyl)-trans-4-(trans-4-(trans-4-propylcyclohexyl)cyclohexyl)cyclohexane. Recrystallization of the crude compound from a mixed solvent of ethyl acetate/heptane (13/7) gave 2.16 g (Yield, 41.6%) of the title compound.

Reference： [1]Patent: US5709820,1998,A

39
[ 872-50-4 ]
[ 3385-66-8 ]
[ 22607-31-4 ]
[ 1530-32-1 ]
2-[2-hydroxy-4-(3-n-octyloxy-2-hydroxypropoxy)phenyl]-2H-benzotriazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane	21 2-[2-Hydroxy-4-(3-n-octyloxy-2-hydroxypropoxy)phenyl]-2H-benzotriazole EXAMPLE 21 2-[2-Hydroxy-4-(3-n-octyloxy-2-hydroxypropoxy)phenyl]-2H-benzotriazole A mixture of 2-(2,4-dihydroxyphenyl)-2H-benzotriazole (7.0 grams, 0.031 mole), 3-n-octyloxy-1,2-epoxypropane (10.7 grams, 0.046 moles), N-methyl-2-pyrrolidone (40 ml) and ethyltriphenylphosphonium bromide (0.2 gram) was heated for four hours at 135°-150° C. The solvent and excess epoxide were then removed by distillation. The resulting residue was dissolved in methylene chloride, washed with hydrochloric acid, water and sodium chloride solution before passing through a silica gel column. The product was obtained as a yellow oil which crystallized on standing. Recrystallization from heptane gave the above named product with a melting point of 51°-55° C. The corresponding n-butyloxy and n-dodecyloxy compounds are also made by the procedure of this example.

Reference： [1]Current Patent Assignee: BASF SE - US4414393, 1983, A

40
[ 23787-90-8 ]
[ 1530-32-1 ]
5-ethylidene-2,2,7,7-tetramethyltricyclo[6.2.1.0^1,6]undecane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With potassium <i>tert</i>-butylate In cyclohexane at 20℃; for 78h;	1.a Example 1 : 2-(2,2,7,7-Tetramethyltricyclo[6.2.1.01'6]undec-5-en-5-yl)propan-1-ol (3b), 2- (2,2>7,7-tetramethyltricyclo[6.2.1.01'6]undec-4-en-5-yl)propan-1-ol (4b), and 2,2,8,11 ,11- pentamethyl-6-oxatetracyclo[10.2.1.01'10.04l9]pentadec-9-ene (5b); a) 5-Ethylidene-2,2,7,7-tetramethyltricycIo[6.2.1.01'6]undecane (2b); Potassium fert-butoxide (13.0 g, 0.116 mol) and ethyltriphenylphosphonium bromide (41.6 g, 0.112 mol) were added to a solution of 2,2,7,7- tetramethyltricyclo[6.2.1.01'6]undecan-5-one (1 , 20.0 g, 0.091 mol) in cyclohexane (200 ml), the reaction mixture was stirred at room temperature for 78 h and filtered through Celite. The filtrate was concentrated and distilled under reduced pressure to give (at 95°C/0.1 mbar) 5-ethylidene-2,2,7,7-tetramethyltricyclo[6.2.1.01'6]undecane (2b, 13.1 g, 62% yield, colourless liquid).1H NMR (C6D6): £5.65 (qt, J = 6.6, 2.2, 1H), 2.50 (ddd, J = 15.0, 4.6, 2.7 1 H), 2.18 (m, 1 H), 1.81-1.72 (m, 2H), 1.62 (ddd, J = 6.6, 2.2, 1.6, 3H), 1.57 (m, 1 H), 1.39 (m, 1 H), 1.37-1.28 (m, 3H), 1.27-1.19 (m, 1 H), 1.23 (s, 3H), 1.16 (ddd, J = 13.1 ,5.0, 2.7, 1 H), 1.09 (dd, J = 9.5, 1.4, 1 H), 1.06 (s, 3H), 1.00 (s, 3H), 0.90 (s, 3H). 13C NMR (C6D6): δ 138.2 (s), 116.0 (d), 57.4 (s), 54.6 (d), 50.1 (d), 39.3 (s), 37.6 (t), 36.2 (t), 33.7 (q), 33.6 (s), 27.4 (t), 26.8 (q), 25.9 (t), 25.5 (q), 23.4 (q), 21.6 (t), 13.3 (q). MS: 232(M+, 19), 217(23), 203(10), 189(36), 175(12), 161(10), 150(21), 149(100), 147(14), 135(27), 119(19), 107(28), 105(25), 93(24), 91(34), 79(21), 55(26), 41(29).

Reference： [1]Current Patent Assignee: GIVAUDAN SA - WO2007/30963, 2007, A1 Location in patent: Page/Page column 8

41
[ 1530-32-1 ]
[ 134221-52-6 ]
4-chloro-2,6-dimethoxy-5-[(1Z)-prop-1-en-1-yl]pyrimidine [ No CAS ]
[ 1000680-89-6 ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 6016 - 6023

42
[ 932-16-1 ]
[ 1530-32-1 ]
[ 1206552-69-3 ]
C₉H₁₃N [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,2009,vol. 46,p. 1154 - 1176

43
[ 18829-56-6 ]
[ 1530-32-1 ]
(2Z,4E)-undeca-2,4-diene [ No CAS ]
[ 66717-32-6 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: ethyltriphenylphosphonium bromide With potassium hexamethylsilazane In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: (E)-2-Nonenal In tetrahydrofuran at -78 - 20℃; Inert atmosphere; optical yield given as %de;

Reference： [1]Ely, R. J.; Morken, J. P. [Journal of the American Chemical Society, 2010, vol. 132, p. 2534 - 2535]

44
[ 883526-76-9 ]
[ 1530-32-1 ]
[ 1211485-45-8 ]

Reference： [1]Organic Letters,2010,vol. 12,p. 1140 - 1143

45
[ 4122-56-9 ]
[ 1530-32-1 ]
methyl 2-(prop-1-en-1-yl)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 1h; Stage #2: methyl o-formylbenzoate In tetrahydrofuran at 20℃; for 6h;	1.2 Preparation of intermediate ester (2) In a two-necked flask, 10.0 g of the phosphonium salt represented by the formula (P)6.0 g of potassium ter-butoxide ((CH 3) 3 COK, t-BuOK) was placed, and further 40 mL of tetrahydrofuran was added, followed by mixing and stirring at room temperature for 1 hour.After stirring,4.0 g of the intermediate ester (1) obtained in (1) and 20 ml of tetrahydrofuran were charged,And further mixed and stirred at room temperature for 6 hours.After stirring, hydrochloric acid was added to stop the reaction,After extraction three times with dichloromethane and three times with water,Ethyl acetate and hexane were separated by column chromatography using a developing solvent of ethyl acetate / hexane = 1/5,A yellow liquid of the intermediate ester (2) shown in the following formula (H-2) was obtained in a yield of 3.3 g in a yield of 77%.
76%	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 0 - 20℃; for 5h; Stage #2: methyl o-formylbenzoate In tetrahydrofuran at 0 - 20℃;

Reference： [1]Current Patent Assignee: TOKYO UNIVERSITY OF SCIENCE - JP5765851, 2015, B2 Location in patent: Paragraph 0123; 0127-0128
[2]Shahzad, Sohail A.; Vivant, Clotilde; Wirth, Thomas [Organic Letters, 2010, vol. 12, # 6, p. 1364 - 1367]

46
[ 4460-86-0 ]
[ 1530-32-1 ]
[ 2883-98-9 ]

Reference： [1]ARKIVOC,2010,vol. 2010,p. 71 - 96

47
[ 1530-32-1 ]
[ 123-11-5 ]
[ 4180-23-8 ]

Yield	Reaction Conditions	Operation in experiment
94%	Stage #1: ethyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at -78 - 0℃; Inert atmosphere; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -78 - 25℃; for 3.83333h; Inert atmosphere; Stage #3: With dichloro bis(acetonitrile) palladium(II) In chloroform at 25℃; for 72h;
67.2%	With potassium <i>tert</i>-butylate; tetrabutylammomium bromide In N,N-dimethyl-formamide at 0 - 95℃; for 4.5h; Inert atmosphere;	4.1.2 General procedure B General procedure: To a stirred mixture of alkyl triphenylphosphonium bromide (9.0mmol), t-BuOK (2.7g, 24.0mmol), and TBAB (0.1g, 0.3mmol) in dry DMF (10mL) was added the corresponding methoxybenzaldehyde derivative (6.0mmol) under the protection of nitrogen at 0-5°C and stirring was continued at room temperature (RT) for 0.5h. The reaction mixture was heated at 90-95°C for 4h. After completing the reaction (TLC monitoring), the reaction mixture was quenched with 70mL H2O. Then the mixture was extracted three times with 70mL EtOAc. The organic phase was collected, dried over anhydrous MgSO4, filtered, and concentrated in reduced pressure. The residue was purified using silica gel chromatography (Pet. Ether/EtOAc, v/v=40-20:1).

Reference： [1]Location in patent: experimental part Green, Ivan R.; October, Natasha [ARKIVOC, 2010, vol. 2010, # 2, p. 71 - 96]
[2]Zhang, Jian; Mu, Keman; Yang, Peng; Feng, Xinqian; Zhang, Di; Fan, Xiangyu; Wang, Qiantao; Mao, Shengjun [Bioorganic Chemistry, 2021, vol. 115]

48
[ 14548-39-1 ]
[ 1530-32-1 ]
6-bromo-1-ethylidene-indan [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 1h; Stage #2: 6-bromoindan-1-one In tetrahydrofuran for 1h; Stage #3: With water In tetrahydrofuran	41.1 Step 1 6-Bromo-1-ethylidene-indan; (Ethyl)triphenylphosphonium bromide (14.5 g, 39.1 mmol) was dissolved in 75 mL of tetrahydrofuran followed by addition of potassium tert-butoxide (5.29 g, 47.3 mmol) at room temperature. Upon completion of the addition, the reaction mixture was stirred for 1 hour. A solution of 6-bromo-indan-1-one 38b (3.39 g, 18.6 mmol) in 25 mL of tetrahydrofuran was added to above mixture and the mixture was stirred for another 1 hour. The reaction was monitored by TLC until the disappearance of the starting materials. The reaction was quenched with 150 mL of water and then the mixture was extracted with dichloromethane (50 mL×4). The combined organic extracts were washed with saturated brine (45 mL×2), dried over anhydrous sodium sulfate, filtered to remove the drying agent and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound 6-bromo-1-ethylidene-indan 41a ( 3.07 g, 74%) as a yellow oil. MS m/z (ESI): 221.8 [M-1]

Reference： [1]Current Patent Assignee: JIANGSU HENGRUI MEDICINE CO., LTD. - EP2236500, 2010, A1 Location in patent: Page/Page column 62

49
[ 40359-32-8 ]
[ 1530-32-1 ]
[ 1369494-81-4 ]
[ 1369494-77-8 ]

Reference： [1]Chemical Communications,2012,vol. 48,p. 3303 - 3305

50
[ 1530-32-1 ]
[ 29668-43-7 ]
CH₃CHCHC₆H₃OC₂H₄O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With potassium 2-methylbutan-2-olate In tetrahydrofuran; toluene

Reference： [1]Location in patent: scheme or table Grudzien, Krzysztof; Malinska, Maura; Barbasiewicz, Michal [Organometallics, 2012, vol. 31, # 9, p. 3636 - 3646]

51
[ 1530-32-1 ]
[ 179693-85-7 ]
[ 1374112-69-2 ]

Yield	Reaction Conditions	Operation in experiment
56%	With potassium 2-methylbutan-2-olate In tetrahydrofuran; toluene

Reference： [1]Location in patent: scheme or table Grudzien, Krzysztof; Malinska, Maura; Barbasiewicz, Michal [Organometallics, 2012, vol. 31, # 9, p. 3636 - 3646]

52
[ 1501-04-8 ]
[ 1530-32-1 ]
(Z)-methyl 5-phenylhept-5-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Stage #2: Methyl 4-benzoylbutanoate In tetrahydrofuran at -30 - -25℃; Inert atmosphere; optical yield given as %de;

Reference： [1]Murai, Kenichi; Nakamura, Akira; Matsushita, Tomoyo; Shimura, Masato; Fujioka, Hiromichi [Chemistry - A European Journal, 2012, vol. 18, # 27, p. 8448 - 8453]

53
[ 689291-89-2 ]
[ 1530-32-1 ]
[ 1416476-22-6 ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 355 - 358

54
[ 90221-55-9 ]
[ 1530-32-1 ]
[ 1416476-29-3 ]
[ 1416476-30-6 ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 355 - 358

55
[ 1530-32-1 ]
[ 269066-75-3 ]
[ 1596366-44-7 ]
[ 1596366-51-6 ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 2819 - 2828

56
[ 1530-32-1 ]
[ 41233-93-6 ]
(Z)-1-bromo-2-(prop-1-enyl)naphthalene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran; toluene;	EXAMPLE II Synthesis of a Ligand with Formula 21 (in Accordance with Diagram I) 1-bromo-2-(prop-1-enyl)naphthalene. To the suspension of ethyl triphenyl phosphonium bromide (3.72 g, 10.0 mmol) in anhydrous THF (8 ml), a solution is added by drops of potassium tert-amylate (5.5 ml, 9.3 mmol, 1.7 M solution in toluene) using a syringe at room temperature. After 1 hour, the reaction mixture is cooled to a temperature of 0 C., a solution is added of aldehyde with formula 20 (1.68 g, 7.16 mmol), the cooling bath is removed, and mixing is carried out for 3 hours at room temperature. Then, the reaction mixture is diluted with cyclohexane (30 ml), the sediment is filtered off, and the solvent is evaporated at reduced pressure. The residue is chromatographed on silica gel (cyclohexane), obtaining a naphthalene derivative with formula 21 in the form of an oil as a mixture of isomers E:Z=1.82:1 (1.66 g, 94%). 1H NMR (200 MHz): 8.44-8.32 (m, 1H), 7.88-7.40 (m, 5H), 7.18-7.02 (m, 0.651H), 6.76 (dd, J=11.4, 1.6 Hz, 0.351H), 6.35 (dq, J=15.8, 6.6 Hz, 0.651H), 6.00 (dq, J=11.4, 7.0 Hz, 0.351H), 2.03 (dd, J=6.6, 1.6 Hz, 0.653H), 1.88-1.82 (m, 0.353H). 13C NMR (50 MHz): 135.7, 135.1, 133.5, 133.3, 132.6, 131.0, 130.6, 129.7, 128.1, 128.0, 127.9, 127.6, 127.5, 127.4, 127.3, 127.2, 126.8, 126.2, 126.1, 124.2, 123.6, 122.5, 18.9, 14.6. HR MS was calculated for C13H11Br: 246.0044. Found: 246.0054.

Reference： [1]Patent: US2014/171607,2014,A1 .Location in patent: Page/Page column

57
[ 1530-32-1 ]
[ 41233-93-6 ]
[ 1433187-63-3 ]

Yield	Reaction Conditions	Operation in experiment
	With magnesium sulfate; In tetrahydrofuran; hexane; water; toluene;	The combined organic extracts are rinsed with a saturated solution of NaCl (2*30 ml) and dried using MgSO4, and the solvent is evaporated at reduced pressure, obtaining aldehyde in the form of a yellow solid (3.99 g, 99%). The aldehyde obtained is used for the subsequent reaction without further purification. To the suspension of ethyl triphenyl phosphonium bromide (5.69 g, 15.3 mmol) in anhydrous THF (30 ml), a solution is added by drops of potassium tert-amylate (8.7 ml, 14.7 mmol, 1.7 M solution in toluene) using a syringe at room temperature. After 1 hour, the reaction mixture is cooled to a temperature of 0 C., the solution of crude aldehyde previously obtained is added (3.32 g, 11.79 mmol) in THF (10 ml), and mixing is continued for hours at room temperature. Then, water (1 ml) is added, and dilution takes place with n-hexane (30 ml). The sediment created is filtered, and the residue is chromatographed on silica gel (cyclohexane), obtaining naphthalene derivative with formula 25 in the form of a yellow oil (3.12 g, 90%).

Reference： [1]Patent: US2014/171607,2014,A1 .Location in patent: Page/Page column

58
[ 81-23-2 ]
[ 1530-32-1 ]
3(E,Z)-ethylidene-7,12-dioxo-5β-cholanoic acid [ No CAS ]
3(E,Z),7(E)-diethylidene-12-oxo-5β-cholanoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
15%; 38.5%		2.1. 3(E,Z)-ethylidene-7,12-dioxo-5beta-cholanoic acid (4a,b) 3(E,Z),7(E)-diethylidene-12-oxo-5beta-cholanoic acid (5a,b) Ethyltriphenyl phosphonium bromide (2.3170 g; 6.24 mmol)was added to flask and dried under high vacuum for 5 h. After fillingwith argon, t-BuOK (0.4636 g; 4.13 mmol) was added followedby dry THF (30 mL). Entire mixture was heated to reflux underargon for 15 min, during which time the mixture turned orangeas the ylide formed. Solution of (1) (0.4995 g; 1.24 mmol) in dryTHF (12 mL) was added to refluxing solution, which was then stirredat reflux for 3.5 h. After cooling to room temperature, reactionwas stopped by adding HCl 1:1 (5 mL, pH 1), and aqueous solutionwas extracted with EtOAc (3 10 mL). The combined organicextracts were dried over Na2SO4, filtered, and then the solventwas removed in vacuo. Flash column chromatography (toluene/EtOAc 9:1) of crude product yielded pure mixture of E and Z isomersof compound (4) (0.0911 g, 15%, in the form of oil), and puremixture of E and Z isomers of compound (5) (0.2248 g, 38.5%, in the form of oil).

Reference： [1]Steroids,2014,vol. 86,p. 16 - 25

59
[ 1530-32-1 ]
[ 120-14-9 ]
[ 93-16-3 ]

Yield	Reaction Conditions	Operation in experiment
		BuLi (1.6 M, 7.5 ml) was added drop wise to a suspension of ethyltriphenylphosphonium bromide (12.25 g, 33 mmol) in THF (20 ml) at 0 C under an Ar atmosphere, followed by being stirred at rt for 30 min. A solution of veratraldehyde (4.99 g, 30.0 mmol) in THF (5 ml) was added to the reaction mixture and was stirred at rt for 1h. The reaction was quenched with H2O. Water (200 ml) was added to the mixture, which was extracted with Et2O. The organic phase was washed with brine, dried (Na2SO4) and concentrated. To the obtained crude oil, TEABAC (339 mg, 1.5 mmol), and CHCl3 (30 ml) was added, then NaOH aqueous solution was added dropwides to the mixture at 40 C and followed by being stirred at same temp over night. After Celite filtration, water (200 ml) was added to the filtered solution, which was extracted with Et2O. The organic phase was washed with brine, dried (Na2SO4) and concentrated. The obtained crude oil was purified by column chromatography (SiO2, hexane/AcOEt = 6/1) to give the product 8a (6.60 g, 84%).

Reference： [1]Chemistry Letters,2014,vol. 43,p. 610 - 611

60
[ 345-70-0 ]
[ 1530-32-1 ]
C₁₅H₁₂F₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	Stage #1: ethyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: 3,3'-difluorobenzophenone In tetrahydrofuran for 1h;	16 10266] To a solution of EtPPh3l3r (442 g, 1.19 mol) in THF(1.0 E) at 0° C. under N2, was added n-l3uEi (476 mE, 1.19mol) dropwise over 1 h. The mixture was slowly warmed anda solution of G-4 (104 g, 476 mmol) in THF was added dropwise over 1 h. The reaction was quenched with water (1.0E) and extracted with EtOAc (3x400 mE). The combined organic layers were dried over with Na2504, filtered andconcentrated. The residue was purified by silica gel colunm chromatography (PE:EtOAc= 100: 1) to afford G-5 as a colorless oil (90 g, yield: 82%).
82%	Stage #1: ethyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: 3,3'-difluorobenzophenone In tetrahydrofuran Inert atmosphere;	1 Compound 1 To a solution of EtPPh3Br (442 g, 1.19 mol) in THF (1.0 L) at 0 °C under N2, was added n-BuLi (476 mL, 1.19 mol) dropwise over 1 h. The mixture was slowly warmed and a solution of 1-3 (104 g, 476 mmol) in THF was added dropwise over 1 h. The reaction was quenched with water (1.0 L) and extracted with EtOAc (3 x 400 mL). The combined organic layers were dried over with Na2S04, filtered and concentrated. The residue was purified by silica gel column chromatography (PE:EtOAc = 100: 1) to afford 1-4 as a colorless oil (90 g, yield: 82 %).

Reference： [1]Current Patent Assignee: JOHNSON & JOHNSON INC - US2015/72982, 2015, A1 Location in patent: Paragraph 0263; 0266
[2]Current Patent Assignee: JOHNSON & JOHNSON INC - WO2016/145103, 2016, A1 Location in patent: Paragraph 0167

61
[ 52449-98-6 ]
[ 1530-32-1 ]
1-(tetrahydrofuran-2-yl)-2-(triphenylphosphoranylidene)propan-1-one [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 1794 - 1804

62
[ 87-88-7 ]
chromium(III) chloride hexahydrate [ No CAS ]
[ 1530-32-1 ]
[PPh₃Et]₃[Cr(3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone)₃] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	With sodium hydroxide In water at 60℃; for 1h;

Reference： [1]Benmansour, Samia; Gómez-Claramunt, Patricia; Vallés-García, Cristina; Mínguez Espallargas, Guillermo; Gómez García, Carlos J. [Crystal Growth and Design, 2016, vol. 16, # 1, p. 518 - 526]

63
[ 1530-32-1 ]
[ 172324-67-3 ]
[(3-ethylidenecyclobutyl)methoxy]methyl}benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: ethyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0 - 22℃; for 1h; Stage #2: 3-benzyloxymethyl-cyclobutanone In tetrahydrofuran at 5 - 22℃; for 2h;	1 Step 1: A 10 L round-bottom flask equipped with a mechanical stirrer, addition funnel, and thermocouple, and connected to a nitrogen line was charged with ethyltriphenylphosphonium bromide (310 g, 3.57 mol) and fresh tetrahydrofuran (1.2 L). The solution was cooled to 0-5°C. A solution of n-BuLi (930 mL, 0.21 mol) in tetrahydrofuran was added dropwise over 30 mm while maintaining the internal temperature at 5-10°C. The reaction mixture was stirred at 18-22°C for 30 mm. The reaction mixture was re-cooled to 5-10°C and a solution of 3-[(benzyloxy)methyl]cyclobutanone (300 g, 0.21 mol) in tetrahydrofuran (500 mL) was added over 45 mm while maintaining the internal temperature at 5-10°C. Once the addition was complete, the reaction mixture was held at 18-22°C for 2 h. The reaction mixture was cooled to 0°C and was quenched by adding 2 N HC1 solution (5 L) slowly while maintaining thetemperature of the mixture below 15°C. The reaction mixture was extracted with ethyl acetate (3 x 1 L). The combined organic layer was washed with brine (3 x 1 L) and dried over anhydrous sodium sulfate. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (10-30% EtOAc in petroleum ether) to afford { [(3- ethylidenecyclobutyl)methoxy]methyl} benzene as an oil.

Reference： [1]Current Patent Assignee: MERCK & CO INC - WO2016/89797, 2016, A1 Location in patent: Page/Page column 134

64
[ 1530-32-1 ]
[ 170737-46-9 ]
C₁₃H₁₁Br [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%		Under a nitrogen atmosphere, and dried under reduced pressure to ethyl triphenylphosphonium bromide into the reactor(45.13g, 121.56mmol)And put THF (150ml), cooled to -30 below. Thereto potassium -tert- butoxide (12.73g, 113.45mmol) was added dropwise thereto in the temperature range of -30 from -40 C., and stirred for further 2 hours. Third compound obtained in step (T-4) (19.05g, 81.0mmol) was added dropwise thereto in the temperature range of THF (150ml) solution -30 from -40 of 2 hours while returning to room temperature and the mixture was stirred. The reaction mixture was stirred for 30 min then poured into ice water and extracted with toluene. The combined organic layers were washed sequentially with water and saturated brine, and dried with anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, the residue was purified by silica gel chromatography (eluent: toluene) to obtain the compound (T-5) (17.88g, 57.37mmol; 71%) was obtained.

Reference： [1]Patent: JP2016/37458,2016,A .Location in patent: Paragraph 0172; 0176

65
[ 1530-32-1 ]
[ 147959-19-1 ]
(S)-tert-butyl 4-(but-2-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1.81 g		Ethyl 21b (5.60g) of THF (25.2 ml) suspension, round the leucorrhea the, 2.69 Mn-butyl lithium-hexane solution (7.0 ml) adding an, 30 minutes in the round the leucorrhea stirring section. Reaction solution at a, process obtained in a 4 (S)-tert-butyl 2,2-dimethyl-4 - (2-oxo ethyl) oxazolidine-3-carboxylate (3.06g) THF (3.06 ml) of solution, are added to the round the leucorrhea, adaptation stirring time 14 at room temperature. Adding of cyclohexane to reaction solution at a, know one filtration insoluble, = 2/1-hexanediol THF a washing of section. Filtrate of decompressing concentrated within, obtained residue silica gel chromatography (developing solvent: hexane/acetic acid ethyl) for purifying the, title compound 1.81g is obtained.
1.81 g		A 2.69 M n-butyllithium-hexane solution (7.0 ml) was added to a suspension of ethyltriphenylphosphonium bromide (5.60 g) in THF (25.2 ml) under ice-cooling, and the mixture was stirred for 30 minutes under ice-cooling. A solution of the <strong>[147959-19-1](S)-tert-butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate</strong> (3.06 g) obtained in Step 4 in THF (3.06 ml) was added to the reaction mixture under ice-cooling, and the mixture was stirred for 14 hours at room temperature. Hexane was added to the reaction mixture, and the insoluble matter was filtered off, followed by washing with THF-hexane=2/1. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (developing solvent: hexane/ethyl acetate), thereby obtaining the title compound (1.81 g).

Reference： [1]Patent: KR2016/43114,2016,A .Location in patent: Paragraph 0605-0607
[2]Patent: US2016/194332,2016,A1 .Location in patent: Paragraph 0404; 0405

66
[ 42877-08-7 ]
[ 1530-32-1 ]
C₈H₉BrS [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2016,vol. 138,p. 13830 - 13833

67
[ 935-99-9 ]
[ 1530-32-1 ]
C₁₀H₁₀BrCl [ No CAS ]
C₁₀H₁₀BrCl [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2016,vol. 138,p. 13830 - 13833

68
[ 52344-93-1 ]
[ 1530-32-1 ]
C₁₃H₁₆O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 6h; Stage #2: methyl 2-formyl-3,5-dimethoxybenzoate In tetrahydrofuran for 12h; Reflux;	2.1 Preparation of intermediate ester (3) In a two-necked flask were added 12 g (0.033 mol) of the phosphonium salt represented by the formula (P)3.7 g (0.033 mol) of potassium ter-butoxide ((CH 3) 3 COK, t-BuOK)Then, 40 ml of tetrahydrofuran was further added, and the mixture was mixed and stirred at room temperature for 6 hours.After stirring, 5.0 g (0.022 mol) of methyl 2-formyl-3,5-dimethyloxybenzoate represented by the following formula (Q) and 20 ml of tetrahydrofuran were placed,After stirring for 12 hours under reflux,The reaction was stopped by adding hydrochloric acid, after extraction with dichloromethane three times and with water three times,Ethyl acetate and hexane were separated by column chromatography using a developing solvent of ethyl acetate / hexane = 1/7,A dimethoxy intermediate ester represented by the following formula (H-3) was obtained in a crude yield of 0.81 g and a crude yield of 16%

Reference： [1]Current Patent Assignee: TOKYO UNIVERSITY OF SCIENCE - JP5765851, 2015, B2 Location in patent: Paragraph 0130-0133

69
[ 1608-67-9 ]
[ 1530-32-1 ]
[ 42125-17-7 ]

Yield	Reaction Conditions	Operation in experiment
60%	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In toluene at 5℃; for 0.5h; Inert atmosphere; Stage #2: 2-acetoxytetrahydrofuran In toluene at 5℃; for 0.5h; Inert atmosphere;	6 Synthesis of (Z) -hexen-4-yl-acetate Four thru port 200 ml flask, a three-way cock, stirrer bar, and a temperature gauge attached to a dropping funnel, substd. i In this reaction flask, ethyl triphenylphosgene phenylbenzyl 18 by a nitrogen flow. 61 g (50. Dehydration is successively added 0mmol) and 65 ml of toluene, t-butoxy kalium 5 further. 61 g (50. 0 mmol) is added to the mixture. The mixture, while cooling it, 30 minutes under stirring ice cold 5 °C, tetrahydro-furan-2-yl-acetate 2. 60 g (20. 0 mmol) 0.5hr dropping funnel, a mixture of 5 °C to 30 minutes while cooling the dripping. After dropping, the mixture is cooled to 5 °C as 30 minutes stirring of the mixture, enriched in the evaporator, this concentrate diethyl ether as a 30 ml, n-hexane 90 ml is added, triphenylphosphine oxide deposited by filtering, somas concd. by an evaporator. Concentrated silica gel chromatography (developing solvent; Phenylbicyclohexane: ethyl acetate = 40:1) is purified by a (Z)-cyclohexene-4-yl acetate 1. 70 g (11. 95 mmol, yield 60%)is obtained.

Reference： [1]Current Patent Assignee: TAKASAGO INTERNATIONAL CORPORATION - JP2015/40202, 2015, A Location in patent: Paragraph 0060

70
[ 74003-55-7 ]
[ 1530-32-1 ]
2-bromo-1-methyl-4-(prop-1-en-1-yl)benzene [ No CAS ]
2-bromo-1-methyl-4-(prop-1-en-1-yl)benzene [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2017,vol. 56,p. 1610 - 1613
Angew. Chem.,2017,vol. 129,p. 1632 - 1635,4

71
[ 573-46-6 ]
[ 1530-32-1 ]
C₁₅H₁₂BrF [ No CAS ]
C₁₅H₁₂BrF [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
13.043 % de	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In toluene at 0℃; for 0.5h; Stage #2: (2-bromophenyl)(4-fluorophenyl)methanone In toluene at 20℃; Overall yield = 99 %;

Reference： [1]Yang, Junfeng; Rérat, Alice; Lim, Yang Jie; Gosmini, Corinne; Yoshikai, Naohiko [Angewandte Chemie - International Edition, 2017, vol. 56, # 9, p. 2449 - 2453][Angew. Chem., 2017, vol. 129, # 9, p. 2489 - 2493,5]

72
[ 4264-35-1 ]
[ 1530-32-1 ]
(Z)-2-(but-2-en-2-yl)-1H-indole [ No CAS ]
[ 121897-37-8 ]

Reference： [1]Advanced Synthesis and Catalysis,2017,vol. 359,p. 1860 - 1866

73
[ 33439-27-9 ]
[ 1530-32-1 ]
4-ethylidene-1-tosylpiperidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	Stage #1: ethyltriphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran at -30℃; for 0.5h; Inert atmosphere; Stage #2: N-tosyl-4-piperidone In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;

Reference： [1]Nagasawa, Shota; Sasano, Yusuke; Iwabuchi, Yoshiharu [Chemistry - A European Journal, 2017, vol. 23, # 43, p. 10276 - 10279]

74
[ 56961-75-2 ]
[ 1530-32-1 ]
1,2,5-trichloro-3-(prop-1-en-1-yl)benzene [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2018,vol. 140,p. 3547 - 3550

75
[ 1530-32-1 ]
[ 167366-05-4 ]
4-bromo-2-(prop-1-en-1-yl)thiazole [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2018,vol. 140,p. 3547 - 3550

76
[ 1530-32-1 ]
[ 1571-08-0 ]
methyl-4-(prop-1-en-1-yl)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With potassium carbonate In 1,4-dioxane at 110℃; for 10h;	General procedure: Ethyl 4-acetylbenzoate (0.48 g, 2.5 mmol, 1.0 eq) was added to a solution ofmethyltriphenylphosphonium bromide (1.1 g, 3.0 mmol, 1.2 eq) and K2CO3 (0.52 g,3.75 mmol, 1.5 eq) in 1,4-dioxane (4.0 mL). The resulting solution was refluxed at110oC over 10 h. After being cooled to room temperature, the volatiles were removedin vacuo. The residue was diluted with EtOAc (10 mL), the aqueous layer wasextracted with EtOAc (3 × 20 mL). The combined EtOAc layers were washed withbrine (3 × 20 mL), dried over Na2SO4, and concentrated in vacuo. Purification byflash column chromatography (PE : EtOAc = 30:1, v/v) afforded the desired product6m.
	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: methyl 4-formylbenzoate In tetrahydrofuran for 18h;
	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In diethyl ether for 1h; Reflux; Stage #2: methyl 4-formylbenzoate In diethyl ether for 2h; Reflux;

Reference： [1]Ning, Shulin; Zheng, Lianyou; Bai, Ya; Wang, Shutao; Wang, Siyu; Shi, Lingling; Gao, Qiansong; Che, Xin; Zhang, Zhuoqi; Xiang, Jinbao [Tetrahedron, 2021, vol. 102]
[2]Yu, Wan-Lei; Chen, Jian-Qiang; Wei, Yun-Long; Wang, Zhu-Yin; Xu, Peng-Fei [Chemical Communications, 2018, vol. 54, # 16, p. 1948 - 1951]
[3]He, Yuli; Liu, Chuang; Yu, Lei; Zhu, Shaolin [Angewandte Chemie - International Edition, 2020, vol. 59, # 48, p. 21530 - 21534][Angew. Chem., 2020, vol. 132, # 48, p. 21714 - 21718,5]

77
[ 1530-32-1 ]
[ 354512-22-4 ]
1-methoxy-3-nitro-5-(prop-1-en-1-yl)benzene [ No CAS ]

Reference： [1]MedChemComm,2018,vol. 9,p. 1293 - 1304

78
[ 694-54-2 ]
[ 1530-32-1 ]
[ 25143-94-6 ]
[ 50273-95-5 ]

Yield	Reaction Conditions	Operation in experiment
33.333 % de	Stage #1: ethyltriphenylphosphonium bromide With n-butyllithium In diethyl ether; hexane at 0 - 20℃; for 2h; Stage #2: tetrahydro-2H-2-pyranol In diethyl ether; hexane at 20℃; for 0.5h; Overall yield = 70 %; Overall yield = 2.39 g;	4.24. Hept-5-en-1-ol (9g) [16] To a suspension of ethyltriphenylphosphonium bromide (22.3 g, 60 mmol) in anhydrous Et2O (200 mL) was added n-BuLi (1.55M in hexane, 38.7 mL, 60 mmol) at 0 °C, and the resulting red suspension was stirred for 2 h at rt. A solution of tetrahydro-2H-pyran-2-ol [17] (15, 3.06 g, 30 mmol) in Et2O was added, and the mixture was stirred for 0.5 h at the same temperature. The reaction was quenched by an addition of water (55 mL), and the separated aqueous layer was extracted with Et2O (200 + 100 + 100 mL). The combined organic layer was washed with brine (100 mL) and dried over Na2SO4. Concentration followed by column chromatography (SiO2, 150 g, hexane/EtOAc 10/1 to 1/1) gave 9g [16]. (2.39 g, 70%) as a pale yellow oil. 1H NMR (C6D6): 1.29-1.42 (4H, m), 1.52 (2.0H, d, J = 6.1), 1.59 (1.0H, d, J = 4.6), 1.89-2.01 (2H, m), 3.38 (2H, t, J = 5.8), 5.33-5.50 (2H, m).

Reference： [1]Yamamoto, Yasutomo; Nakanishi, Yasue; Yamada, Ken-ichi; Tomioka, Kiyoshi [Tetrahedron, 2018, vol. 74, # 38, p. 5309 - 5318]

79
[ 28785-06-0 ]
[ 1530-32-1 ]
4-propyl-β-methyl styrene [ No CAS ]

Reference： [1]Chemical Communications,2019,vol. 55,p. 7362 - 7365

80
[ 1530-32-1 ]
[ 65464-21-3 ]
[ 15707-34-3 ]

Reference： [1]Organic Letters,2019,vol. 21,p. 6488 - 6493

81
[ 34231-78-2 ]
[ 1530-32-1 ]
C₁₁H₁₂O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 3-formylphenyl acetate In tetrahydrofuran at 0 - 20℃; for 2h;

Reference： [1]Li, Yong-Hong; Wang, Chun-Hai; Gao, Su-Qian; Qi, Feng-Ming; Yang, Shang-Dong [Chemical Communications, 2019, vol. 55, # 79, p. 11888 - 11891]

82
[ 7311-34-4 ]
[ 1530-32-1 ]
(E/Z)-3',5'-dimethoxy-1-propenylbenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	Stage #1: ethyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Inert atmosphere; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere;	1,3-dimethoxy-5-(prop-1-en-1-yl)benzene (SI-1). Ethyltriphenylphosphonium bromide (1.00 g, 2.69 mmol, 1.00 equiv., Sigma Aldrich) was added to a flame dried 100 mL round bottom flask and suspended in THF (20 mL). To this suspension at 0 °C was added n-Butyl lithium (1.38 mL, 2.96 mmol, 2.14 M in hexanes, 1.1 equiv.) drop wise over the course of ca. 2 min. After the addition was complete, the orange / red ylide solution was allowed to stir for an additional 30 min at 0 °C before 3,5- dimethoxybenzaldehyde (0.49 g, 2.96 mmol, 1.1 equiv.) in THF (5 mL) was added drop wise via cannula. The reaction mixture was then allowed to warm to rt and stir overnight before being quenched with brine (ca. 25 mL), added to a separatory funnel and extracted using EtOAc (ca. 3x 25 mL). The combined organic layers were then concentrated in vacuo, dissolved in hexanes (ca. 25 mL) and filtered over a pad of celite to remove the triphenylphosphine oxide byproduct (note: it may be advantageous to repeat this operation several times to remove most of the Ph3P=O). After concentration, the crude product was purified via flash column chromatography (10% EtOAc / 90% Hexanes to 20% EtOAc / 80% Hexanes) to afford the desired product SI-1 (0.3944 g, 82% yield) as an 1:1 inseparable mixture of alkene isomers that was taken directly on to the next step without extensive characterization.
	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 3,5-dimethoxybenzaldehdye In tetrahydrofuran at 0 - 20℃; for 2h;

Reference： [1]Golliher, Alexandra E.; Tenorio, Antonio J.; Dimauro, Nina O.; Mairata, Nicolas R.; Holguin, F. Omar; Maio, William [Tetrahedron Letters, 2021, vol. 67]
[2]Li, Yong-Hong; Wang, Chun-Hai; Gao, Su-Qian; Qi, Feng-Ming; Yang, Shang-Dong [Chemical Communications, 2019, vol. 55, # 79, p. 11888 - 11891]

83
[ 1859-75-2 ]
[ 1530-32-1 ]
C₁₁H₁₅N [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2020,vol. 142,p. 2180 - 2186

84
[ 1530-32-1 ]
[ 84348-37-8 ]
C₁₂H₁₉NO₄ [ No CAS ]
C₁₂H₁₉NO₄ [ No CAS ]

Reference： [1]Organic process research and development,2020

85
[ 1530-32-1 ]
[ 4255-62-3 ]
C₁₀H₁₈ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	Stage #1: ethyltriphenylphosphonium bromide With potassium hexamethylsilazane In tetrahydrofuran at 0℃; for 0.25h; Stage #2: 4,4-dimethylcyclohexane-1-one In tetrahydrofuran at 0 - 20℃; for 24h;

Reference： [1]Choi, Su Yeon; Kim, Hanbyul; Shin, Seunghoon [Angewandte Chemie - International Edition, 2018, vol. 57, # 40, p. 13130 - 13134][Angew. Chem., 2018, vol. 130, p. 13314 - 13318,5]

86
[ 128455-62-9 ]
[ 1530-32-1 ]
(E)-5-chloro-1-methyl-4-(prop-1-en-1-yl)-3-(trifluoromethyl)-1H-pyrazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66.2%	With potassium carbonate In 1,4-dioxane at 100℃;	10.2 Step 2: Synthesis of compound (E)-5-chloro-1-methyl-4-(prop-1-en-1-yl)-3-(trifluoromethyl)-1H-pyrazole Dissolve 5-chloro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde (1.00g, 4.70mmol) in anhydrous dioxane (15.0mL), and then separately Add ethyltriphenylphosphonium bromide (2.10g, 5.65mmol) and potassium carbonate (0.98g, 7.06mmol) to the reaction flask. After the addition is complete, heat to 100°C and stir overnight. After the reaction is complete, cool down and remove under reduced pressure. As the solvent, ethyl acetate (20 mL) was added, stirred at room temperature for 30 minutes, filtered, the filtrate was decompressed to remove the solvent, and purified by column chromatography (eluent: Petroleum) to obtain 0.70 g of colorless liquid, yield: 66.2%.

Reference： [1]Current Patent Assignee: SHENZHEN DONGYANGGUANG INDUSTRIAL DEVELOPMENT CO LTD - CN111943900, 2020, A Location in patent: Paragraph 0392; 0399-0401

87
[ 6948-30-7 ]
[ 1530-32-1 ]
(E)-1-bromo-2,3-dimethoxy-5-(prop-1-en-1-yl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
54.8%	With potassium <i>tert</i>-butylate; tetrabutylammomium bromide In N,N-dimethyl-formamide at 0 - 95℃; for 4.5h; Inert atmosphere;	4.1.2 General procedure B General procedure: To a stirred mixture of alkyl triphenylphosphonium bromide (9.0mmol), t-BuOK (2.7g, 24.0mmol), and TBAB (0.1g, 0.3mmol) in dry DMF (10mL) was added the corresponding methoxybenzaldehyde derivative (6.0mmol) under the protection of nitrogen at 0-5°C and stirring was continued at room temperature (RT) for 0.5h. The reaction mixture was heated at 90-95°C for 4h. After completing the reaction (TLC monitoring), the reaction mixture was quenched with 70mL H2O. Then the mixture was extracted three times with 70mL EtOAc. The organic phase was collected, dried over anhydrous MgSO4, filtered, and concentrated in reduced pressure. The residue was purified using silica gel chromatography (Pet. Ether/EtOAc, v/v=40-20:1).

Reference： [1]Zhang, Jian; Mu, Keman; Yang, Peng; Feng, Xinqian; Zhang, Di; Fan, Xiangyu; Wang, Qiantao; Mao, Shengjun [Bioorganic Chemistry, 2021, vol. 115]

88
[ 1530-32-1 ]
[ 176504-70-4 ]
C₁₀H₁₁Br [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: ethyltriphenylphosphonium bromide With potassium <i>tert</i>-butylate In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere; Stage #2: 2-bromo-6-methylbenzaldehyde In tetrahydrofuran at 20℃; for 6h; Inert atmosphere;

Reference： [1]Wu, Xiang; Ding, Du; Zhang, Ying; Jiang, Hua-Jie; Wang, Tao; Zhao, Li-Ping [Chemical Communications, 2021, vol. 57, # 76, p. 9680 - 9683]

Same Skeleton Products

Related Products

Historical Records

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

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
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
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.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
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
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
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

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 1530-32-1 ] {[proInfo.proName]}

Quality Control of [ 1530-32-1 ]

Related Doc. of [ 1530-32-1 ]

Product Details of [ 1530-32-1 ]

Calculated chemistry of [ 1530-32-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1530-32-1 ]

Application In Synthesis of [ 1530-32-1 ]

[ 1530-32-1 ] Synthesis Path-Upstream 1~15

[ 1530-32-1 ] Synthesis Path-Downstream 1~88

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry