反応 #9178

反応方程式

bis-(2-oxo-3-oxazolidinyl)-phosphorylchloride

triethylamine

O-benzylhydroxylamine hydrochloride

8-bromo octanoic acid

→

8-bromo-octanoic acid benzyloxyamide

収率 78.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGStirring
2. 2
   抽出The solution was extracted twice with 150 ml each of 1M aqueous hydrochloric acid and twice with 150 ml each of 1M aqueous sodium bicarbonate
3. 3
   その他The organic solvent was removed i

実験手順

In an ice bath, 14 ml triethylamine was added to a suspension of 3.2 g (20 mmol) O-benzylhydroxylamine hydrochloride in 150 ml dichloromethane. Stirring was continued until the solution became clear. Then, 4.5 g (20 mmol) 8-bromo octanoic acid was added, followed by 5.6 g (22 mmol) bis-(2-oxo-3-oxazolidinyl)-phosphorylchloride. Stirring was continued at ambient temperature for 18 h. The solution was extracted twice with 150 ml each of 1M aqueous hydrochloric acid and twice with 150 ml each of 1M aqueous sodium bicarbonate. The organic solvent was removed i. vac. to give 5.1 g (78%) of 8-bromo-octanoic acid benzyloxyamide as a colorless oil. MS: 330 (M+H+)

出典