Reacción #3059

Ecuación de reacción

O-benzylhydroxylamine hydrochloride

bromoacetyl bromide

diisopropylethylamine

→

title compound

Rendimiento 52.0%

Bromo-N-(benzyloxyl)acetamide

Rendimiento 52.0%

Disolventes

ethyl acetate

water

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe aqueous layer was separated
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   Secadodried over Na2SO4
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   OtroThe crude material was purified by silica gel flash column chromatography with ethyl acetate-hexane

Procedimiento

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.

Fuente