1-(3,4-Difluorophenyl)ethan-1-one → 2-(3,4-Difluorophenyl)propan-2-ol

HRID 1275209ノート

反応式

HRID 1275209 の反応式
[CH2:1]([Mg]Br)C.[F:5][C:6]1[CH:7]=[C:8]([C:13](=[O:15])[CH3:14])[CH:9]=[CH:10][C:11]=1[F:12].CCCCCC.CCOC(C)=O>C(OCC)C>[F:5][C:6]1[CH:7]=[C:8]([C:13]([OH:15])([CH3:1])[CH3:14])[CH:9]=[CH:10][C:11]=1[F:12]

参加物

5

反応物 3

HCID 1230521-(3,4-Difluorophenyl)ethan-1-oneHCID 21226206Ethyl acetate hexaneHCID 178418443HCID 178418443、化合物

生成物 1

HCID 108210712-(3,4-Difluorophenyl)propan-2-ol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of ethylmagnesium bromide in ether (38.0 mL, 38.0 mmol) at 0° C., was added a solution of 3',4'-difluoroacetophenone (5.0 g, 32.0 mmol) in diethyl ether (35 mL). The reaction mixture was stirred at 0° C. for 1 h when TLC analysis indicated that the reaction was complete (Rf =0.3, 3:1 hexane/EtOAc). The reaction was quenched carefully by adding 38 mL of water. It was extracted with diethyl ether (2×30 mL), washed with Rochelle's salt followed by brine and the organic layer was dried over Na2SO4. The solvent was removed in vacuo after filtration and 2-(3,4-difluorophenyl)propan-2-ol was obtained as a colorless oil (crude wt.=5.4 g, 97%) which looked >90% pure by NMR. It was used in the next step without purification.

後処理

  1. customThe reaction was quenched carefully
  2. additionby adding 38 mL of water
  3. extractionIt was extracted with diethyl ether (2×30 mL)
  4. washwashed with Rochelle's salt
  5. dry with materialthe organic layer was dried over Na2SO4
  6. customThe solvent was removed in vacuo
  7. filtrationafter filtration

出典と根拠

ORDレコード
ord-07cef123dad24a54a4cb5a0de8c09a46
出典データセット
uspto-grants-2000_12
特許番号
US06159990

反応ノート

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