Water → 3-bromo-4-(bromomethyl)-N-[(trimethysilyl)methyl]benzamide

HRID 1873468

반응식

HRID 1873468 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH2:11][Br:12])[C:5](O)=[O:6].[CH3:13][Si:14]([CH3:18])([CH3:17])[CH2:15][NH2:16].Cl.CN(C)CCCN=C=NCC.O>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH2:11][Br:12])[C:5]([NH:16][CH2:15][Si:14]([CH3:18])([CH3:17])[CH3:13])=[O:6]

참가 물질

6

반응물 4

HCID 962WaterHCID 874881-(Trimethylsilyl)methylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 116163143-bromo-4-(bromomethyl)benzoic Acid

생성물 1

HCID 580920793-bromo-4-(bromomethyl)-N-[(trimethysilyl)methyl]benzamide수율 62%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-bromo-4-(bromomethyl)benzoic acid (5 g), 1-(trimethylsilyl)methylamine (1.76 g), N,N-dimethylaminopyridine (0.1 g) and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (4.3 g) were dissolved in dichloromethane (30 ml), and stirred for 5 hours at room temperature. Water was added to the reaction mixture, and then organic layer was separated and dried over magnesium sulfate. After filtering the reaction mixture, the solvent was distilled off under reduced pressure, and the resulting mixture was purified by silica gel chromatography, to obtain 3-bromo-4-(bromomethyl)-N-[(trimethysilyl)methyl]benzamide (4 g).

후처리

  1. customorganic layer was separated
  2. dry with materialdried over magnesium sulfate
  3. filtrationAfter filtering the reaction mixture
  4. distillationthe solvent was distilled off under reduced pressure
  5. customthe resulting mixture was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-758cc12b0c254ba58d19fd20e19c37e7
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304371B2

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