反应 #3059

ord-31db870c320a495ea81c261721daf508

反应方程式

Cl.NOCc1ccccc1
O-benzylhydroxylamine hydrochloride
O=C(Br)CBr
bromoacetyl bromide
CCN(C(C)C)C(C)C
diisopropylethylamine
O=C(CBr)NOCc1ccccc1
title compound
收率 52.0%
O=C(CBr)NOCc1ccccc1
Bromo-N-(benzyloxyl)acetamide
收率 52.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The aqueous layer was separated
  2. 2
    萃取extracted with ethyl acetate
  3. 3
    干燥dried over Na2SO4
  4. 4
    过滤filtered
  5. 5
    浓缩concentrated in vacuo
  6. 6
    其他The crude material was purified by silica gel flash column chromatography with ethyl acetate-hexane

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05731438uspto-grants-1998_03