反应详情

A suspension of 2-[(2S)-2-oxiranylmethyl]-1H-isoindole-1,3(2H)-dione (A. Gutcait et al. Tetrahedron Asym. 1996, 7, 1641) (5.68 g, 27.9 mmol) and 4-(4-aminophenyl)-3-morpholinone (5.37 g, 27.9 mmol) in ethanol/water (9:1, 140 ml) is heated under reflux for 14 hours (the precipitate dissolves; after some time, another precipitate is formed). The precipitate (desired product) is filtered off, washed three times with diethyl ether and dried. The combined mother liquors are concentrated under reduced pressure and, after addition of a second portion of 2-[(2S)-2-oxiranylmethyl]-1H-isoindole-1,3-(2H)-dione (2.84 g, 14.0 mmol), suspended in ethanol/water (9:1, 70 ml) and heated under reflux for 13 hours (the precipitate dissolves; after some time, another precipitate is formed). The precipitate (desired product) is filtered off, washed three times with diethyl ether and dried. Total yield: 10.14 g, 92% of theory.

1. temperatureunder reflux for 14 hours (the precipitate
2. dissolutiondissolves
3. customafter some time, another precipitate is formed)
4. filtrationThe precipitate (desired product) is filtered off
5. washwashed three times with diethyl ether
6. customdried
7. concentrationThe combined mother liquors are concentrated under reduced pressure
8. temperatureheated
9. temperatureunder reflux for 13 hours (the precipitate
10. dissolutiondissolves
11. customafter some time, another precipitate is formed)
12. filtrationThe precipitate (desired product) is filtered off
13. washwashed three times with diethyl ether
14. customdried