反应 #944036

反应方程式

ammonium chloride

potassium t-butoxide

diethyl malonate

4-methoxyphenacyl bromide

→

title compound

收率 73.0%

Diethyl α-(4-methoxyphenacyl)malonate

收率 73.0%

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   温度cooling
2. 2
   温度cooling
3. 3
   workup.STIRRINGThe mixture was stirred, whilst ice-
4. 4
   温度cooling for 1 hour
5. 5
   萃取the mixture was extracted with ethyl acetate
6. 6
   萃取The organic extract
7. 7
   洗涤was washed with water
8. 8
   干燥dried over anhydrous magnesium sulfate
9. 9
   其他the solvent was removed by distillation under reduced pressure
10. 10
    其他The residue thus obtained
11. 11
    洗涤eluted with a 1:4 by volume mixture of ethyl acetate and hexane

实验过程

3.50 g (21.8 mmol) of diethyl malonate were dissolved in 60 ml of anhydrous tetrahydrofuran, and 2.70 g (24.0 mmol) of potassium t-butoxide were added to the resulting solution, whilst ice-cooling. The mixture was then stirred for 1 hour. At the end of this time, a solution of 5.00 g (21.8 mmol) of 4-methoxyphenacyl bromide in 40 ml of anhydrous tetrahydrofuran was slowly added dropwise to the mixture, whilst ice-cooling. The mixture was stirred, whilst ice-cooling for 1 hour, and then a saturated aqueous solution of ammonium chloride was added, and the mixture was extracted with ethyl acetate. The organic extract was washed with water and dried over anhydrous magnesium sulfate, and then the solvent was removed by distillation under reduced pressure. The residue thus obtained was applied to a silica gel chromatography column and eluted with a 1:4 by volume mixture of ethyl acetate and hexane, to give 4.87 g of the title compound as a slightly yellow oily substance (yield 73%).

来源