Hydrazine → 2-Amino-6-bromobenzenemethanol

HRID 901871노트

반응식

HRID 901871 반응식
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[CH2:11][OH:12].NN>C1COCC1.CO.[Ni]>[NH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[C:3]=1[CH2:11][OH:12]

참가 물질

5

반응물 2

HCID 9321HydrazineHCID 18444469(2-Bromo-6-nitrophenyl)methanol

생성물 1

HCID 184444672-Amino-6-bromobenzenemethanol수율 84%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 21899815MeOH tetrahydrofuran용매

실험 절차

To a warm solution of (2-bromo-6-nitro-phenyl)-methanol (751 mg, 3.24 mmol), and a catalytic amount of Raney (Ni) in THF/MeOH (10 ml/10 ml) was added H2NNH2 (0.2 ml, 6.37 mmol). With stirring, the solution was heated under reflux for an hour and was allowed to cool to room temperature. The reaction mixture was filtered through celite and washed with ethyl acetate. The concentrated filtrate was purified by flash chromatography to give (2-amino-6-bromo-phenyl)-methanol (549 mg, 84%). MS: 202.1 (M+H)+.

후처리

  1. temperaturethe solution was heated
  2. temperatureunder reflux for an hour
  3. filtrationThe reaction mixture was filtered through celite
  4. washwashed with ethyl acetate
  5. customThe concentrated filtrate was purified by flash chromatography

출처 및 근거

ORD 기록
ord-8583383fc75d413081b4e4f218d88085
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365063B2

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