Boron tribromide → 5-bromo-4-chloro-2-hydroxy-N-methyl-N-o-tolyl-benzamide

HRID 1485966ノート

反応式

HRID 1485966 の反応式
[Br:1][C:2]1[C:3]([Cl:21])=[CH:4][C:5]([O:19]C)=[C:6]([CH:18]=1)[C:7]([N:9]([CH3:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:8].B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[C:3]([Cl:21])=[CH:4][C:5]([OH:19])=[C:6]([CH:18]=1)[C:7]([N:9]([CH3:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:8]

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 686036055-bromo-4-chloro-2-methoxy-N-methyl-N-o-tolyl-benzamide

生成物 1

HCID 686026125-bromo-4-chloro-2-hydroxy-N-methyl-N-o-tolyl-benzamide収率 97.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of DCM (15.0 mL) containing 5-bromo-4-chloro-2-methoxy-N-methyl-N-o-tolyl-benzamide (2.75 g, 7.5 mmol) at −78° C., was added BBr3 (38.0 mL, 1M in DCM) dropwise. The mixture was gradually warmed to room temperature and stirred for 12 hrs. The mixture was concentrated to yield a solid which was washed by ether to give 5-bromo-4-chloro-2-hydroxy-N-methyl-N-o-tolyl-benzamide (2.6 g). MS: 353.8 (M+H)+; tR=2.50 min (method 1).

後処理

  1. concentrationThe mixture was concentrated
  2. customto yield a solid which
  3. washwas washed by ether

出典と根拠

ORDレコード
ord-d0eafee3d8ea4fbba0840f68b87fadaa
出典データセット
uspto-grants-2016_08
特許番号
US09422310B2

反応ノート

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