Methanamine, N-methoxy-, hydrochloride (1:1) → 5-Bromo-2-chloro-N,3-dimethoxy-N-methylbenzamide

HRID 2206705노트

반응식

HRID 2206705 반응식
[Br:1][C:2]1[CH:3]=[C:4]([O:12][CH3:13])[C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7](Cl)=[O:8].Cl.[CH3:15][NH:16][O:17][CH3:18]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([O:12][CH3:13])[C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7]([N:16]([O:17][CH3:18])[CH3:15])=[O:8]

참가 물질

4

반응물 2

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 867140435-Bromo-2-chloro-3-methoxybenzoyl chloride

생성물 1

HCID 867140445-Bromo-2-chloro-N,3-dimethoxy-N-methylbenzamide수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of acid chloride 59 (3.41 g, 14.3 mmol) in CH2Cl2 (70 mL) was added dropwise N,O-dimethylhydroxylamine hydrochloride (4.18 g, 42.9 mmol) at 0° C. under an atmosphere of nitrogen. Then, TEA (12.0 mL, 85.8 mmol) was added to the mixture at 0° C. After being stirred for 18 hours, the mixture was partitioned between EtOAc (150 mL) and water (100 mL). The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to afford the product 60 (3.45 g, 80%) as a white solid.

후처리

  1. customthe mixture was partitioned between EtOAc (150 mL) and water (100 mL)
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-23795802748148cf813dacab377e2ae2
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09371303B2

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