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[ CAS No. 2495-37-6 ]

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Chemical Structure| 2495-37-6
Chemical Structure| 2495-37-6
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CAS No. :2495-37-6 MDL No. :MFCD00053684
Formula : C11H12O2 Boiling Point : 247°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :176.21 g/mol Pubchem ID :17236
Synonyms :

Safety of [ 2495-37-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2495-37-6 ]

  • Upstream synthesis route of [ 2495-37-6 ]
  • Downstream synthetic route of [ 2495-37-6 ]

[ 2495-37-6 ] Synthesis Path-Upstream   1~20

  • 1
  • [ 2495-37-6 ]
  • [ 19444-23-6 ]
Reference: [1] Chemistry Letters, 1990, # 10, p. 1869 - 1872
[2] Journal of the American Chemical Society, 2018, vol. 140, # 10, p. 3537 - 3541
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  • [ 80-62-6 ]
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YieldReaction ConditionsOperation in experiment
97% With C2H3O3(1-)*C37H78N(1+) In hexane at 90℃; for 2 h; Molecular sieve General procedure: In Examples 62 to 64, as shown in Table 13, a transesterification reaction was carried out between methyl methacrylate which is an easily polymerizable ester compound and an alcohol compound. In Example 62, as in Example 24, lanthanum nitrate and tri n-octylphosphine were previously azeotropically refluxed with dimethyl carbonate for 1 hour, then dimethyl carbonate was evaporated at room temperature, The obtained catalyst was used. In Examples 63 and 64, methyltridodecylammonium methyl carbonate was used singly. As a result, ester products were obtained in high yield. It is to be noted that in Example 62, when using the isolated phosphonium salt as a catalyst instead of using the prepared catalyst as it is, it is predicted that the ester product is obtained with a higher yield than in Example 62 . Although not shown in Table 13, potassium tert-butoxide was used as a catalyst, and various by-products were produced.
Reference: [1] Patent: JP5804472, 2015, B2, . Location in patent: Paragraph 0087; 0088
[2] Chemical Communications, 2012, vol. 48, # 76, p. 9465 - 9467
[3] Chem. Prumysl, 1958, vol. 8, p. 287,288, 289[4] Chem.Abstr., 1959, p. 2144
[5] Journal of the American Chemical Society, 1946, vol. 68, p. 1355
[6] European Journal of Organic Chemistry, 2016, vol. 2016, # 22, p. 3696 - 3699
  • 3
  • [ 63613-50-3 ]
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YieldReaction ConditionsOperation in experiment
83% With carbon dioxide; potassium <i>tert</i>-butylate In N,N-dimethyl-formamide at 100℃; for 12 h; Adding phosphine ylide compound to a dry 25 mL reaction tube(benzyl 2-(tripheny l-λ5phosphanylidene)propanoate) 0.5 mmol, three times of carbon dioxide gas exchange was introduced to form a carbon dioxide gas atmosphere in the reaction tube, and the pressure was maintained at 1 atm.Then, a catalyst potassium butoxide (KaOtBu) 0.05 mmol was sequentially added to the reaction tube.2 mL of an organic solvent N,N-dimethylformamide (DMF) and a reducing agent polymethylhydrogensiloxane (PMHS) 3 mmol were reacted at 100 ° C for 12 hours.After the reaction, it was naturally cooled to room temperature.After removing the solvent under reduced pressure, the residue was purified by column chromatography to yield ethyl acetate / petroleum ether = 1/10 (v/v)The product yield in this example was 83percent.
Reference: [1] Patent: CN108484399, 2018, A, . Location in patent: Paragraph 0050; 0052; 0053
  • 4
  • [ 920-46-7 ]
  • [ 100-51-6 ]
  • [ 2495-37-6 ]
YieldReaction ConditionsOperation in experiment
50% With triethylamine In dichloromethane at 0℃; Inert atmosphere Phenylmethanol (1.0 g) and triethylamine (2.79 mL) were dissolved in dichloromethane and chilled to 0 °C. Methacryloyl chloride (2.12 mL) was then added drop wise to the mixture under nitrogen atmosphere. After mixing for overnight, the mixture was then washed with 100 mM pH 8.0 phosphate buffer and dried over anhydrous sodium sulfate. The solvent was subsequently removed using rotary evaporation under reduced pressure, and the product was isolated using silica gel chromatography at 50percent yield.
Reference: [1] Central European Journal of Chemistry, 2011, vol. 9, # 4, p. 557 - 566
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 44, p. 13824 - 13828[3] Angew. Chem., 2017, vol. 129, p. 14012 - 14016,5
[4] Patent: WO2013/59295, 2013, A2, . Location in patent: Paragraph 00213
[5] Journal of Organic Chemistry, 1977, vol. 42, # 24, p. 3965 - 3966
[6] Zhurnal Obshchei Khimii, 1956, vol. 26, p. 475; engl. Ausg. S. 499
[7] Macromolecules, 2004, vol. 37, # 9, p. 3165 - 3179
  • 5
  • [ 1426060-15-2 ]
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YieldReaction ConditionsOperation in experiment
90% With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; triethylamine In isopropyl alcohol at 20℃; for 0.25 h; To a solution of benzyl 3-(dimethylamino)-2-methylpropanoate 1b (50.0 mg, 0.226 mmol) in 2-PrOH (1.1 mL) were added CDMT (40.0 mg, 0.226 mmol, 1.0 eq.) and Et3N (32.0 μL, 0.226 mmol, 1.0 eq.) at room temperature. After being stirred for 15 minutes, the reaction mixture was partitioned between Et2O and brine. The aqueous phase was extracted with Et2O three times and the combined organic phases were dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography (hexane: ethyl acetate = 10:1) to afford 3b (35.8 mg, 90 percent). 1H NMR (CDCl3) d 7.40-7.30 (m, 5H), 6.16 (dd, J = 1.5, 1.5 Hz, 1H), 5.59 (dd, J = 1.5, 1.5 Hz, 1H), 5.20 (s, 2H), 1.97 (s, 3H); 13C NMR (CDCl3) d 167.2, 136.1, 136.0, 128.5, 128.1, 128.0, 125.8, 66.4, 18.3; IR (CHCl3) cm-1: 3068, 2960, 1726, 1699, 1637, 1498, 1454, 1319, 1294, 1163, 1151, 1012, 945; LRMS (ESI-MS): 177 ([M+H]+ ).
Reference: [1] Tetrahedron Letters, 2013, vol. 54, # 13, p. 1758 - 1760
  • 6
  • [ 79-41-4 ]
  • [ 100-51-6 ]
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Reference: [1] Tetrahedron, 2002, vol. 58, # 41, p. 8179 - 8188
[2] Journal of Organic Chemistry, 1984, vol. 49, # 22, p. 4214 - 4223
[3] Synthesis, 1993, # 10, p. 953 - 954
[4] Chem. Prumysl, 1958, vol. 8, p. 287,288[5] Chem.Abstr., 1959, p. 2144
  • 7
  • [ 5536-61-8 ]
  • [ 100-39-0 ]
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Reference: [1] Patent: US2018/57429, 2018, A1, . Location in patent: Page/Page column 0087-0088
  • 8
  • [ 463-49-0 ]
  • [ 201230-82-2 ]
  • [ 100-51-6 ]
  • [ 2495-37-6 ]
Reference: [1] Chemical Communications, 2002, # 23, p. 2868 - 2869
  • 9
  • [ 65-85-0 ]
  • [ 75107-16-3 ]
  • [ 2495-37-6 ]
Reference: [1] Tetrahedron Letters, 2007, vol. 48, # 33, p. 5761 - 5765
  • 10
  • [ 100-44-7 ]
  • [ 920-46-7 ]
  • [ 2495-37-6 ]
Reference: [1] Organic Letters, 2015, vol. 17, # 21, p. 5172 - 5175
  • 11
  • [ 124-38-9 ]
  • [ 63613-50-3 ]
  • [ 2495-37-6 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 11, p. 3282 - 3285
  • 12
  • [ 81171-49-5 ]
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Reference: [1] Synthesis, 1982, # 1, p. 58 - 60
[2] Tetrahedron, 1985, vol. 41, # 13, p. 2643 - 2652
  • 13
  • [ 4245-37-8 ]
  • [ 100-51-6 ]
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Reference: [1] Angewandte Chemie - International Edition, 2014, vol. 53, # 48, p. 13248 - 13252[2] Angew. Chem., 2014, vol. 126, # 48, p. 13464 - 13468,5
  • 14
  • [ 94751-48-1 ]
  • [ 333-27-7 ]
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Reference: [1] Journal of the American Chemical Society, 1985, vol. 107, # 8, p. 2512 - 2521
  • 15
  • [ 19444-23-6 ]
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Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1968, vol. 4, p. 445 - 448[2] Zhurnal Organicheskoi Khimii, 1968, vol. 4, # 3, p. 455 - 459
  • 16
  • [ 81171-44-0 ]
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Reference: [1] Tetrahedron, 1985, vol. 41, # 13, p. 2643 - 2652
[2] Synthesis, 1982, # 1, p. 58 - 60
  • 17
  • [ 5437-45-6 ]
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Reference: [1] Tetrahedron, 1985, vol. 41, # 13, p. 2643 - 2652
  • 18
  • [ 140-11-4 ]
  • [ 2495-37-6 ]
Reference: [1] Synthesis, 1982, # 1, p. 58 - 60
  • 19
  • [ 108-88-3 ]
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Reference: [1] Patent: US2018/57429, 2018, A1,
  • 20
  • [ 79-41-4 ]
  • [ 100-44-7 ]
  • [ 2495-37-6 ]
Reference: [1] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1980, vol. 29, # 7, p. 1076 - 1080[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1980, # 7, p. 1531 - 1535
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