Acetic Acid → 1,1,1-Trifluoro-2-(4-ethoxyphenyl)-3-[(RS)-alpha-trifluoromethyl-3-phenoxybenzyloxy]prop-2-ene

HRID 483750ノート

反応式

HRID 483750 の反応式
[H-].[Na+].[F:3][C:4]([F:21])([F:20])[CH:5]([OH:19])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=1.[F:22][C:23]([F:37])([F:36])[C:24]([C:27]1[CH:32]=[CH:31][C:30]([O:33][CH2:34][CH3:35])=[CH:29][CH:28]=1)=[CH:25]Cl.C(O)(=O)C>CN(C)C=O>[F:22][C:23]([F:36])([F:37])[C:24]([C:27]1[CH:32]=[CH:31][C:30]([O:33][CH2:34][CH3:35])=[CH:29][CH:28]=1)=[CH:25][O:19][CH:5]([C:4]([F:20])([F:21])[F:3])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 24758Sodium hydrideHCID 142705712,2,2-Trifluoro-1-(3-phenoxyphenyl)ethan-1-olHCID 540539251,1,1-Trifluoro-2-(4-ethoxyphenyl)-3-chloroprop-2-ene

生成物 1

HCID 867470201,1,1-Trifluoro-2-(4-ethoxyphenyl)-3-[(RS)-alpha-trifluoromethyl-3-phenoxybenzyloxy]prop-2-ene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
-40 °C

実験手順

Sodium hydride (0.11 g of a 50% dispersion in oil) was added to a stirred solution of α-trifluoromethyl-3-phenoxybenzyl alcohol (0.6 g, prepared according to the method of UK Patent Specification No. 1,561,575) in dry dimethylformamide. After effervescence had subsided, the resulting mixture was added dropwise to a stirred solution of EZ-1,1,1-trifluoro-2-(4-ethoxyphenyl)-3-chloroprop-2-ene (1.12 g) in dry dimethylformamide (10 cm3), the temperature of the reaction mixture being maintained at -40° C. The reaction mixture was then allowed to warm to the ambient temperature, and was stirred for 6 hours. The mixture was acidified with dilute aqueous acetic acid solution and the product extracted into diethyl ether. The combined ethereal layers were dried over anhydrous magnesium sulphate and the solvent evaporated under reduced pressure. The crude product was purified by column chromatography on a silica gel support, eluting with dichloromethane containing 3% by volume hexane.

後処理

  1. customprepared
  2. temperatureto warm to the ambient temperature
  3. extractionthe product extracted into diethyl ether
  4. dry with materialThe combined ethereal layers were dried over anhydrous magnesium sulphate
  5. customthe solvent evaporated under reduced pressure
  6. customThe crude product was purified by column chromatography on a silica gel support
  7. washeluting with dichloromethane containing 3% by volume hexane

出典と根拠

ORDレコード
ord-cbe3bedbf2ef438faf09a0a99c96fd05
出典データセット
uspto-grants-1993_07
特許番号
US05225607

反応ノート

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