Dimethyl Sulfide → 2-(2-Fluoro-4-nitrophenyl)ethan-1-ol

HRID 1843027노트

반응식

HRID 1843027 반응식
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][C:12](O)=[O:13].S(C)C>O1CCCC1>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][OH:13]

참가 물질

4

반응물 2

HCID 1068Dimethyl SulfideHCID 221488082-(2-Fluoro-4-nitrophenyl)acetic acid

생성물 1

HCID 866721582-(2-Fluoro-4-nitrophenyl)ethan-1-ol수율 95.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 2-(2-fluoro-4-nitrophenyl)acetic acid (1 g, 5.02 mmol) in tetrahydrofuran (10 mL) was added BH3.S(CH3)2 (7.5 mL, 7.53 mmol) at 0° C. The reaction mixture was allowed to stir at room temperature for 10 h. Then reaction mixture was cooled to 0° C. and the excess of borane was quenched with methanol (10 mL). The reaction mixture was concentrated under reduced pressure to obtain a crude compound which was purified by CC (eluent: ethyl acetate/n-hexane (1:1)) to give 2-(2-fluoro-4-nitrophenyl)ethanol (0.89 g, 95%).

후처리

  1. customat 0° C
  2. customThen reaction mixture
  3. temperaturewas cooled to 0° C.
  4. customthe excess of borane was quenched with methanol (10 mL)
  5. concentrationThe reaction mixture was concentrated under reduced pressure
  6. customto obtain a crude compound which
  7. customwas purified by CC (eluent: ethyl acetate/n-hexane (1:1))

출처 및 근거

ORD 기록
ord-234fce0a78ea40c5ab88601b6346fd1e
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946204B2

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