反应 #1827480

反应方程式

6-bromo-2-hydroxybenzaldehyde

ethyl chloroacetate

potassium carbonate

→

4-bromo-2-ethoxycarbonylbenzofuran

收率 70.0%

溶剂

N,N-dimethylformamide

反应条件

后处理

1. 1
   过滤Insoluble materials were filtered off
2. 2
   其他the solvent was removed under reduced pressure
3. 3
   workup.ADDITIONEthyl acetate and water were added to the residue
4. 4
   其他The layers were separated
5. 5
   洗涤the organic layer was washed with water and brine
6. 6
   干燥dried over magnesium sulfate
7. 7
   其他evaporated in vacuo
8. 8
   其他The residue was purified by column chromatography on silica gel eluting with a mixture of hexane and toluene (1:1)

实验过程

A mixture of 6-bromo-2-hydroxybenzaldehyde (4.48 g), ethyl chloroacetate (3.55 g) and powdered potassium carbonate (6.16 g) in N,N-dimethylformamide (56 ml) was stirred at 120° C. for one hour. Insoluble materials were filtered off and the solvent was removed under reduced pressure. Ethyl acetate and water were added to the residue, and the mixture was acidified by hydrochloric acid solution. The layers were separated and the organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel eluting with a mixture of hexane and toluene (1:1) to afford 4-bromo-2-ethoxycarbonylbenzofuran (4.20 g).

来源