반응 #3059

반응 방정식

O-benzylhydroxylamine hydrochloride

bromoacetyl bromide

diisopropylethylamine

→

title compound

수율 52.0%

Bromo-N-(benzyloxyl)acetamide

수율 52.0%

용매

ethyl acetate

water

THF

반응 조건

후처리

1. 1
   기타The aqueous layer was separated
2. 2
   추출extracted with ethyl acetate
3. 3
   건조dried over Na2SO4
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo
6. 6
   기타The crude material was purified by silica gel flash column chromatography with ethyl acetate-hexane

실험 절차

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.

출처