反应详情

To a stirred solution of 1.9 parts of sodium hydride dispersion 75% in 100 parts of hexamethylphosphoric triamide are added portionwise 16.2 parts of ethyl 4-(5-chloro-2-oxo-1-benzimidazolinyl)-1-piperidinecarboxylate (exothermic reaction: temperature rises to 40° C). After stirring for one hour at room temperature, there are added dropwise 8.9 parts of 3-bromo-2-propyne (exothermic reaction: temperature rises to about 40° C). Upon completion, stirring is continued overnight at 60° C. The reaction mixture is cooled, poured onto ice-water and the product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The oily residue is triturated in 2,2'-oxybispropane. The solid product is filtered off and dried, yielding ethyl 4-[5-chloro-1,3-dihydro-2-oxo-3-(2-propynyl)-2H-benzimidazol-1-yl]-1-piperidine-carboxylate; mp. 126.1° C.

1. stirringUpon completion, stirring
2. waitis continued overnight at 60° C
3. temperatureThe reaction mixture is cooled
4. additionpoured onto ice-water
5. extractionthe product is extracted with methylbenzene
6. customThe extract is dried
7. filtrationfiltered
8. customevaporated
9. customThe oily residue is triturated in 2,2'-oxybispropane
10. filtrationThe solid product is filtered off
11. customdried