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

HRID 1182263ノート

反応式

HRID 1182263 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-21c746c8382246fc89d74d11dd98c0e2
出典データセット
uspto-grants-2007_10
特許番号
US07288538B2

反応ノート

読み込み中…