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

HRID 1873469

反応式

HRID 1873469 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 15413tert-Butyl methyl ether溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-71f4618851ce4e068720ce3034ccca9f
出典データセット
uspto-grants-2012_11
特許番号
US08304371B2

関連ノート

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