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

HRID 1167705노트

반응식

HRID 1167705 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-993a83a2b2cf465cb271f19412e1acdc
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06620815B1

반응 노트

불러오는 중…