Реакция #9178

Уравнение реакции

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

triethylamine

O-benzylhydroxylamine hydrochloride

8-bromo octanoic acid

→

8-bromo-octanoic acid benzyloxyamide

Выход 78.0%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   workup.STIRRINGStirring
2. 2
   ЭкстракцияThe 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
   ДругоеThe organic solvent was removed i

Методика

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+)

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