反应详情

4-Chlorobenzyl cyanide (10 g) in dry DMSO (20 ml) was added over 5 min to a stirred suspension of sodium hydride (4.4 g) in DMSO at 25° C. under argon. The mixture was stirred for 30 minutes then a solution of 1,3-dibromopropane (27 g) in dry DMSO (50 ml) was added over 30 minutes while maintaining the temperature of the reaction mixture at 25°-30° C. After stirring an additional 40 minutes at this temperature the reaction mixture was added to ice water (500 ml) and extracted with dichloromethane (3×75 ml). The extracts were evaporated and the residue extracted with diethyl ether (4×50 ml). The ether extracts were washed with water, dried over anhydrous sodium sulphate and evaporated to yield an oil (10.8 g) which on distillation gave the nitrile [bp 90°/10-6Torr.] yield 5.4 g (43%).

1. temperaturewhile maintaining the temperature of the reaction mixture at 25°-30° C
2. stirringAfter stirring an additional 40 minutes at this temperature the reaction mixture
3. extractionextracted with dichloromethane (3×75 ml)
4. customThe extracts were evaporated
5. extractionthe residue extracted with diethyl ether (4×50 ml)
6. washThe ether extracts were washed with water
7. dry with materialdried over anhydrous sodium sulphate
8. customevaporated