Hydrochloric Acid → 3-Bromo-5-fluoro-2-methylaniline

HRID 1689864ノート

反応式

HRID 1689864 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[CH3:12].Cl>CO.C(Cl)Cl.[Fe]>[Br:1][C:2]1[C:3]([CH3:12])=[C:4]([NH2:9])[CH:5]=[C:6]([F:8])[CH:7]=1

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 27733851-Bromo-5-fluoro-2-methyl-3-nitrobenzene

生成物 1

HCID 27376413-Bromo-5-fluoro-2-methylaniline収率 28.1%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of crude 1-bromo-5-fluoro-2-methyl-3-nitro-benzene (5.96 g) in MeOH (90 mL) was added concentrated hydrochloric acid (11.7 mL) and iron (6.1 g) and the reaction mixture was heated to reflux. After 16 h, the mixture was cooled, diluted with DCM, washed with sodium carbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 3-bromo-5-fluoro-2-methyl-phenylamine (1.46 g).

後処理

  1. temperaturethe reaction mixture was heated to reflux
  2. temperaturethe mixture was cooled
  3. washwashed with sodium carbonate solution
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed in vacuo
  6. customThe residue was purified

出典と根拠

ORDレコード
ord-4232c94f0b0843988e4a70779e75d9d0
出典データセット
uspto-grants-2012_04
特許番号
US08153629B2

反応ノート

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