Sodium Acetate → (4{[(Trimethylsilyl)methyl]carbamoyl}naphthalen-1-yl)methyl acetate

HRID 1873476

反応式

HRID 1873476 の反応式
[C:1]([O-:4])(=[O:3])[CH3:2].[Na+].Br[CH2:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]([NH:20][CH2:21][Si:22]([CH3:25])([CH3:24])[CH3:23])=[O:19])=[CH:10][CH:9]=1>CN(C=O)C.COC(C)(C)C>[C:1]([O:4][CH2:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18](=[O:19])[NH:20][CH2:21][Si:22]([CH3:25])([CH3:24])[CH3:23])=[CH:10][CH:9]=1)(=[O:3])[CH3:2]

参加物

5

反応物 2

HCID 517045Sodium AcetateHCID 580920724-(bromomethyl)-N-[(trimethylsilyl)methyl]naphthalene-1-carboxamide

生成物 1

HCID 58092097(4{[(Trimethylsilyl)methyl]carbamoyl}naphthalen-1-yl)methyl acetate収率 55.3%

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 (1.1 g), 4-(bromomethyl)-N-[(trimethylsilyl)methyl]naphthalen-1-carboxamide (2.5 g) in DMF (30 ml) was stirred for 3 hours at 70° C. The reaction mixture 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 filtering the reaction mixture, the solvent was distilled off under reduced pressure, and the resulting mixture was purified by silica gel chromatography, to obtain (4{[(trimethylsilyl)methyl]carbamoyl}naphthalen-1-yl)methyl acetate (1.3 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. filtrationAfter filtering the reaction mixture
  5. distillationthe solvent was distilled off under reduced pressure
  6. customthe resulting mixture was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-6e07930c18cb41739054c5be1c4588c6
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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