反应详情

With stirring, 113.79 g (1.02 mol) of 3-aminocyclohex-2-en-1-one and 114.37 ml (1.19 mol) of methyl propionate were heated at 105° C. for 1 hour. The dark homogeneous solution formed was then slowly heated further to 170° C. After 20 min (temperature: 135° C.), a viscous material formed, and there was a marked evolution of gas. After a further 15 min (temperature: 160° C.), the reaction material became even more viscous while the evolution of gas subsided. After a total of 42 min, a temperature of 170° C. had been reached. After a further 13 min at this temperature, the reaction material was cooled to room temperature. 200 ml of dichloromethane were then added, the mixture was heated briefly and placed into an ultrasonic bath and the crystalline residue formed was filtered off. This procedure was repeated once more with a further 200 ml of dichloromethane. The crystalline residues obtained in this manner were combined, taken up in 1.6 liters of methanol and then heated with stirring until the solid had dissolved completely. This solution was then slowly cooled to room temperature and then stored in a fridge at about 4° C. for 2 days. The crystalline precipitate was filtered off and dried under reduced pressure. This gave 47.65 g (0.29 mol, 29% of theory) of the target product.

1. customThe dark homogeneous solution formed
2. customslowly heated further to 170° C
3. customa viscous material formed
4. waitAfter a further 15 min (temperature: 160° C.)
5. customAfter a total of 42 min
6. customa temperature of 170° C.
7. waitAfter a further 13 min at this temperature
8. temperaturethe mixture was heated briefly
9. customplaced into an ultrasonic bath
10. customthe crystalline residue formed
11. filtrationwas filtered off
12. customThe crystalline residues obtained in this manner
13. temperatureheated
14. stirringwith stirring until the solid
15. dissolutionhad dissolved completely
16. temperatureThis solution was then slowly cooled to room temperature
17. waitstored in a fridge at about 4° C. for 2 days
18. filtrationThe crystalline precipitate was filtered off
19. customdried under reduced pressure