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1-(3,5-Dichlorophenyl)-2,2,2-trifluoroethan-1-one → 2-(3,5-Dichlorophenyl)-3,3,3-trifluoroprop-1-en-1-yl phenyl sulfoxide

HRID 62626
ノート
印刷プレビュー

反応式

HRID 62626 の反応式
[C:1]1([S:7]([CH2:9]P(=O)(OCC)OCC)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(C)([O-])C.[K+].[Cl:24][C:25]1[CH:26]=[C:27]([C:32](=O)[C:33]([F:36])([F:35])[F:34])[CH:28]=[C:29]([Cl:31])[CH:30]=1>C1(C)C=CC=CC=1>[C:1]1([S:7]([CH:9]=[C:32]([C:27]2[CH:28]=[C:29]([Cl:31])[CH:30]=[C:25]([Cl:24])[CH:26]=2)[C:33]([F:36])([F:35])[F:34])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 27582311-(3,5-Dichlorophenyl)-2,2,2-trifluoroethan-1-oneHCID 10858739Diethoxyphosphoryl-methylsulfinyl-benzeneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 1317371992-(3,5-Dichlorophenyl)-3,3,3-trifluoroprop-1-en-1-yl phenyl sulfoxide収率 93%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
0 °C

実験手順

Diethyl [(phenylsulfinyl)methyl]phosphonate (5.00 g, 96% purity, 17.4 mmol) was dissolved in toluene (20 mL) and cooled to 0° C. To the solution potassium tert-butoxide (2.05 g, 18.2 mmol) was added in one portion. This solution was added over 45 minutes to a solution of 1-(3,5-Dichlorophenyl)-2,2,2-trifluoroethanone (4.26 g, 99% purity, 17.4 mmol) in toluene at 0° C. The reaction mixture was stirred for additional 15 minutes at 0° C. and then warmed to room temperature over 30 minutes. The solution was poured onto hydrochloric acid (3.6%) and the phases were separated. The aqueous phase was extracted with toluene and the combined organic phases were washed with water, dried over sodium sulfate and the solvents evaporated. 2-(3,5-dichlorophenyl)-3,3,3-trifluoroprop-1-en-1-yl phenyl sulfoxide was obtained (6.26 g, 94% purity, 93% yield, E/Z=38/62).

後処理

  1. temperaturewarmed to room temperature over 30 minutes
  2. additionThe solution was poured onto hydrochloric acid (3.6%)
  3. customthe phases were separated
  4. extractionThe aqueous phase was extracted with toluene
  5. washthe combined organic phases were washed with water
  6. dry with materialdried over sodium sulfate
  7. customthe solvents evaporated

出典と根拠

ORDレコード
ord-0f1a36e800da48959488e7943f92e231
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09447036B2

反応ノート

読み込み中…

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