反应 #4685

反应方程式

chloroacetonitrile

sodium hydride

2(R,S)-Cyanomethyl-3-α-naphthylpropionic acid

α-naphthylmethylmalonic acid diethyl ester

→

cyanomethyl-(α-naphthylmethyl)-malonic acid diethyl ester

溶剂

DMF

反应条件

后处理

1. 1
   浓缩concentrated by evaporation in a high vacuum
2. 2
   workup.DISSOLUTIONThe residue is dissolved in ethyl acetate
3. 3
   洗涤washed with 0.1N hydrochloric acid and water
4. 4
   干燥dried over sodium sulphate
5. 5
   浓缩concentrated by evaporation
6. 6
   其他purified by chromatography on silica gel with toluene

实验过程

2(R,S)-Cyanomethyl-3-α-naphthylpropionic acid: 3.0 g of α-naphthylmethylmalonic acid diethyl ester and, after 30 minutes, 0.6 ml of chloroacetonitrile are added to a stirred suspension of 0.44 g of sodium hydride dispersion in 50 ml of DMF. The reaction mixture is stirred for 1 hour at 50° and then concentrated by evaporation in a high vacuum. The residue is dissolved in ethyl acetate, washed with 0.1N hydrochloric acid and water, dried over sodium sulphate, concentrated by evaporation and purified by chromatography on silica gel with toluene, yielding cyanomethyl-(α-naphthylmethyl)-malonic acid diethyl ester.

来源