反应详情

A mixture of 5 parts of 1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one, 4.5 parts of (4-fluorophenyl) (4-piperidinyl) methanone, 10 parts of sodium carbonate, 0.2 parts of potassium iodide and 80 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. After cooling, the reaction mixture is poured onto water and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is taken up in 2-propanone and 2-propanol, previously saturated with gaseous hydrogen chloride, is added. After boiling for 30 minutes, the mixture is evaporated. A diluted hydrochloric acid solution is added to the residue and the whole is stirred and warmed at 40°-45° C for 1 hour. After the addition of 4-methyl-2-pentanone, the mixture is alkalized with ammonium hydroxide and the layers are separated. The organic phase is dried, filtered and and evaporated. The residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 1.5 parts (20%) of 1-{3-[4-(4-fluorobenzoyl)-1-piperidinyl]propyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 163.9° C.

1. temperaturerefluxed overnight
2. temperatureAfter cooling
3. additionthe reaction mixture is poured onto water
4. customthe layers are separated
5. customThe organic phase is dried
6. filtrationfiltered
7. customevaporated
8. addition2-propanol, previously saturated with gaseous hydrogen chloride, is added
9. customthe mixture is evaporated
10. additionA diluted hydrochloric acid solution is added to the residue
11. stirringthe whole is stirred
12. temperaturewarmed at 40°-45° C for 1 hour
13. additionAfter the addition of 4-methyl-2-pentanone
14. customthe layers are separated
15. customThe organic phase is dried
16. filtrationfiltered
17. customevaporated
18. customThe residue is crystallized from 4-methyl-2-pentanone
19. filtrationThe product is filtered off
20. customdried