반응 #4685

반응 방정식

chloroacetonitrile

sodium hydride

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

α-naphthylmethylmalonic acid diethyl ester

→

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

용매

DMF

반응 조건

후처리

1. 1
   농축concentrated by evaporation in a high vacuum
2. 2
   workup.DISSOLUTIONThe residue is dissolved in ethyl acetate
3. 3
   세척washed with 0.1N hydrochloric acid and water
4. 4
   건조dried over sodium sulphate
5. 5
   농축concentrated by evaporation
6. 6
   기타purified by chromatography on silica gel with toluene

실험 절차

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.

출처