Sodium Acetate → 2-Bromo-4-{[(trimethysilyl)methyl]carbamoyl}benzyl acetate

HRID 1873469

반응식

HRID 1873469 반응식
[C:1]([O-:4])(=[O:3])[CH3:2].[Na+].[Br:6][C:7]1[CH:8]=[C:9]([CH:18]=[CH:19][C:20]=1[CH2:21]Br)[C:10]([NH:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])=[O:11]>CN(C=O)C.COC(C)(C)C>[C:1]([O:4][CH2:21][C:20]1[CH:19]=[CH:18][C:9]([C:10](=[O:11])[NH:12][CH2:13][Si:14]([CH3:16])([CH3:15])[CH3:17])=[CH:8][C:7]=1[Br:6])(=[O:3])[CH3:2]

참가 물질

5

반응물 2

HCID 517045Sodium AcetateHCID 580920793-bromo-4-(bromomethyl)-N-[(trimethysilyl)methyl]benzamide

생성물 1

HCID 580920812-Bromo-4-{[(trimethysilyl)methyl]carbamoyl}benzyl acetate수율 39.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 15413tert-Butyl methyl ether용매

실험 절차

A mixed solution of sodium acetate (2.8 g), 3-bromo-4-(bromomethyl)-N-[(trimethysilyl)methyl]benzamide (6.5 g) in DMF (30 ml) was stirred for 3 hours at 70° C. The reaction liquor was returned to room temperature and diluted with t-butyl methyl ether. The mixture was washed with water and a saturated aqueous brine, subsequently dried over magnesium sulfate. After separating the drying agent by filtration, the reaction liquor was distilled off under reduced pressure, and the resulting mixture was purified by silica gel chromatography, to obtain 2-bromo-4-{[(trimethysilyl)methyl]carbamoyl}benzyl acetate (2.4 g).

후처리

  1. customwas returned to room temperature
  2. washThe mixture was washed with water
  3. dry with materiala saturated aqueous brine, subsequently dried over magnesium sulfate
  4. customAfter separating the drying agent
  5. filtrationby filtration
  6. distillationthe reaction liquor was distilled off under reduced pressure
  7. customthe resulting mixture was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-71f4618851ce4e068720ce3034ccca9f
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304371B2

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