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

HRID 448898노트

반응식

HRID 448898 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-1ffc05c0dbe34109b9a760bf1bb4fa4c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481738B2

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