反应详情

In 140 ml of chloroform were dissolved 17.7 g of 1-(pyrrolidinocarbonylmethyl)piperazine and 8.4 ml of triethylamine. To the solution was added 15.2 g of 4-(ethoxycarbonyloxy)cinnamoylchloride with ice-cooling, followed by stirring the resultant mixture overnight at room temperature. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and dissolved in ethyl acetate. Any insoluble matter was removed by filtration, and the filtrate was extracted with 140 ml of 1N-hydrochloric acid. The extract was washed with ethyl acetate, neutralized with sodium bicarbonate and then extracted with chloroform. The chloroform layer was successively washed with water and then with brine. The layer was then dried and subjected to distillation to remove the solvent. The resultant crystals were recrystallized from ethyl acetate, thereby obtaining 13.4 g (yield: 54.0%) of 1-[4-(ethoxycarbonyloxy)cinnamoyl]-4-(pyrrolidinocarbonylmethyl)piperazine as crystals having a melting point of 128°-130° C.

1. temperaturecooling
2. customAfter completion of the reaction
3. concentrationthe reaction mixture was concentrated under reduced pressure
4. dissolutiondissolved in ethyl acetate
5. customAny insoluble matter was removed by filtration
6. extractionthe filtrate was extracted with 140 ml of 1N-hydrochloric acid
7. washThe extract was washed with ethyl acetate
8. extractionextracted with chloroform
9. washThe chloroform layer was successively washed with water
10. customThe layer was then dried
11. distillationsubjected to distillation
12. customto remove the solvent
13. customThe resultant crystals were recrystallized from ethyl acetate