تفاعل #4685

معادلة التفاعل

chloroacetonitrile

sodium hydride

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

α-naphthylmethylmalonic acid diethyl ester

→

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

المذيبات

DMF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر