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

HRID 2206705ノート

反応式

HRID 2206705 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-23795802748148cf813dacab377e2ae2
出典データセット
uspto-grants-2016_06
特許番号
US09371303B2

反応ノート

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