1-Bromo-2,4-dimethyl-3-nitrobenzene → 3-Bromo-2,6-dimethylaniline

HRID 2105286ノート

反応式

HRID 2105286 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([N+:9]([O-])=O)[C:3]=1[CH3:12]>C(O)(=O)C.C(OCC)C.[Fe]>[Br:1][C:2]1[C:3]([CH3:12])=[C:4]([NH2:9])[C:5]([CH3:8])=[CH:6][CH:7]=1

参加物

5

反応物 1

HCID 27533801-Bromo-2,4-dimethyl-3-nitrobenzene

生成物 1

HCID 127923303-Bromo-2,6-dimethylaniline

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
80 °C

実験手順

To a solution of crude 1-bromo-2,4-dimethyl-3-nitrobenzene (0.58 g, 2.9 mmol) in glacial acetic acid (12 mL) was added iron powder (0.65 g, 11.6 mmol). The mixture was stirred rapidly at 80° C. under nitrogen for 2 hours. Upon completion, the mixture was cooled, diluted with diethyl ether and extracted with aqueous sodium hydroxide solution (2N). The organic layer was dried over sodium sulfate, decanted and concentrated under reduced pressure to give 3-bromo-2,6-dimethylphenylamine as a yellow oil which was used without further purification.

後処理

  1. temperatureUpon completion, the mixture was cooled
  2. extractionextracted with aqueous sodium hydroxide solution (2N)
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customdecanted
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-e7713b99876e4fbba8fd1277b8d56e53
出典データセット
uspto-grants-2009_08
特許番号
US07579340B2

反応ノート

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