Water → 4-bromo-3-chloro-N-trimethylsilanylmethyl-benzamide

HRID 241517

反応式

HRID 241517 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[Cl:11].[NH2:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15].O>C(Cl)Cl>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])=[O:7])=[CH:4][C:3]=1[Cl:11]

参加物

5

反応物 3

HCID 962WaterHCID 874881-(Trimethylsilyl)methylamineHCID 125943024-Bromo-3-chlorobenzoic acid

生成物 1

HCID 668366994-bromo-3-chloro-N-trimethylsilanylmethyl-benzamide収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

To a suspension of 4-bromo-3-chlorobenzoic acid (25.00 g, 106.2 mmol) in CH2Cl2 (320 mL) was added N,N-dimethyl aminopyridine (1.95 g), followed by N-ethyl-N-dimethylamine propylcarbodiimide hydrochloride (22.39 g) in small portions. After 30 min at room temperature, aminomethyl trimethylsilane (11.2 g, 7.87 mL, 108 mmol) was added while maintaining the temperature at 20° C. After stirring over night, water was added and the organic layer was separated. The aqueous layer was extracted twice with CH2Cl2 and the combined organic phases were dried and evaporated in vacuum. The residue was purified by flash chromatography on silica gel to give the title compound (34.00 g, 100%).

後処理

  1. customthe organic layer was separated
  2. extractionThe aqueous layer was extracted twice with CH2Cl2
  3. customthe combined organic phases were dried
  4. customevaporated in vacuum
  5. customThe residue was purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-e86fb4dcd46743ff948c85722bfc7573
出典データセット
uspto-grants-2014_02
特許番号
US08653000B2

関連ノート

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