反应详情

A mixture of 6.7 parts of 5-chloro-1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-one methanesulfonate, 4.2 parts of 4-(4-chlorophenyl)-4-piperidinol, 3.2 parts of sodium carbonate and 32 parts of 4-methyl-2-pentanone is stirred and heated at 50°-60° C. for 1.50 hours. The reaction mixture is poured onto ice-water. The precipitated product is filtered off and dissolved in trichloromethane. The solution is washed with water, dried, filtered and evaporated. The solid residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and 10% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The solid residue is stirred in a small amount of trichloromethane. The product is filtered off and crystallized from 4-methyl-2-pentanone, yielding 2 parts (24%) of 5-chloro-1-{3-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]propyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 190.8° C.

1. temperatureheated at 50°-60° C. for 1.50 hours
2. additionThe reaction mixture is poured onto ice-water
3. filtrationThe precipitated product is filtered off
4. dissolutiondissolved in trichloromethane
5. washThe solution is washed with water
6. customdried
7. filtrationfiltered
8. customevaporated
9. customThe solid residue is purified by column-chromatography over silica gel using
10. additiona mixture of trichloromethane and 10% of methanol as eluent
11. customThe pure fractions are collected
12. customthe eluent is evaporated
13. stirringThe solid residue is stirred in a small amount of trichloromethane
14. filtrationThe product is filtered off
15. customcrystallized from 4-methyl-2-pentanone