تفاعل #5269

معادلة التفاعل

acetic acid

ethyl (diethoxymethyl)phosphonite

4-chlorocinnamonitrile

sodium hydride

→

ethyl 1-(4-chlorophenyl)-2-cyanoethyl(diethoxymethyl)phosphinate

المذيبات

ethanol

ethanol

ظروف التفاعل

المعالجة

1. 1
   تركيزthe mixture is concentrated under reduced pressure
2. 2
   workup.DISSOLUTIONThe resulting crude product is dissolved in 50 ml of ethyl acetate
3. 3
   غسيلwashed twice with 25 ml of water
4. 4
   استخلاصthe organic extract
5. 5
   تجفيفis dried over magnesium sulphate
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   workup.DISTILLATIONThe crude product is distilled under reduced pressure

الإجراء التجريبي

A solution of 25.8 g of ethyl (diethoxymethyl)phosphonite and 18.0 g of 4-chlorocinnamonitrile in 100 ml of ethanol is added to a stirred mixture of 1.2 g of sodium hydride (50% dispersion in oil) in 30 ml of ethanol at 0° C. under an atmosphere of nitrogen. The reaction mixture is allowed to warm to room temperature and stirred for 4 hours. 1 ml of glacial acetic acid is added and the mixture is concentrated under reduced pressure. The resulting crude product is dissolved in 50 ml of ethyl acetate, washed twice with 25 ml of water and the organic extract is dried over magnesium sulphate, and then concentrated under reduced pressure. The crude product is distilled under reduced pressure to give ethyl 1-(4-chlorophenyl)-2-cyanoethyl(diethoxymethyl)phosphinate, b.p. 180°-200° C./0.02 mbar, 31P=+37.9 and +37.8 ppm (CDCl3).

المصدر