Hydrazine → 2-Amino-6-bromobenzenemethanol

HRID 901871ノート

反応式

HRID 901871 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 184444672-Amino-6-bromobenzenemethanol収率 84%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-8583383fc75d413081b4e4f218d88085
出典データセット
uspto-grants-2008_04
特許番号
US07365063B2

反応ノート

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