Реакция #3059

Уравнение реакции

O-benzylhydroxylamine hydrochloride

bromoacetyl bromide

diisopropylethylamine

→

title compound

Выход 52.0%

Bromo-N-(benzyloxyl)acetamide

Выход 52.0%

Растворители

ethyl acetate

water

THF

Условия реакции

Обработка

1. 1
   ДругоеThe aqueous layer was separated
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   Сушкаdried over Na2SO4
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated in vacuo
6. 6
   ДругоеThe crude material was purified by silica gel flash column chromatography with ethyl acetate-hexane

Методика

To a 0° C. solution of O-benzylhydroxylamine hydrochloride (1.6 g, 10 mmol) in THF (40 mL) was added bromoacetyl bromide (871 μL, 10 mmol) and diisopropylethylamine (3.5 mL, 20 mmol). The reaction mixture was warmed to room temperature overnight and diluted with ethyl acetate and water. The aqueous layer was separated and extracted with ethyl acetate. The organic layers were combined, dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by silica gel flash column chromatography with ethyl acetate-hexane to give 1.27 g (52%) of the title compound.

Источник