反应详情

Ethyl 2-vinyl-1-cyanocyclopropane-1-carboxylate was prepared in accordance with the procedure of U.S. Pat. No. 4,252,739. For the reaction 750 ml benzene, 250 gms (2 moles) 1,4-dichlorobutene-2, 113 gms (1 mole) ethyl cyanoacetate and 3 gms tricaprylylmethylammonium chloride were charged to a reactor and heated to reflux with agitation. Potassium hydroxide (85%) pellets (132 gms; 2 moles) were then added to the stirred solution in small portions. A mild exotherm was observed with the addition of caustic and external cooling was provided as necessary to maintain mild reflux. When the KOH addition was complete the reaction was stirred at reflux for 5 hours while removing water by azeotropic distillation. The reaction mixture was then filtered and the benzene evaporated. Distillation under reduced pressure yielded ethyl 2-vinyl-1-cyanocyclopropane-1-carboxylate (B.p. 55° C. at 0.02 mm Hg, lit. 112° C. at 11 mm Hg.; nD25° 1.4661, lit. nD24° 1.4650).

1. customEthyl 2-vinyl-1-cyanocyclopropane-1-carboxylate was prepared in accordance with the procedure of U.S
2. additionwere charged to a reactor
3. temperatureheated
4. temperatureto reflux with agitation
5. additionA mild exotherm was observed with the addition of caustic and
6. temperatureexternal cooling
7. customwas provided as necessary
8. temperatureto maintain mild reflux
9. temperatureat reflux for 5 hours
10. customwhile removing water
11. distillationby azeotropic distillation
12. filtrationThe reaction mixture was then filtered
13. customthe benzene evaporated
14. distillationDistillation under reduced pressure