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

HRID 1843027ノート

反応式

HRID 1843027 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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))

出典と根拠

ORDレコード
ord-234fce0a78ea40c5ab88601b6346fd1e
出典データセット
uspto-grants-2015_02
特許番号
US08946204B2

反応ノート

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