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

HRID 241517

반응식

HRID 241517 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 668366994-bromo-3-chloro-N-trimethylsilanylmethyl-benzamide수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-e86fb4dcd46743ff948c85722bfc7573
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653000B2

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