反应详情

A mixture of 5 parts of methyl 1-(1-methylethyl)-4-(phenylamino)-4-piperidinecarboxylate, 24 parts of 4-chlorobenzeneacetyl chloride, 4 parts of sodium carbonate and 180 parts of dimethylbenzene is stirred and refluxed for 32 hours. The reaction mixture is cooled, washed with a diluted sodium hydroxide solution and extracted with a diluted hydrochloric acid solution:three layers are obtained. The oil and the aqueous phase are combined and alkalized with a diluted sodium hydroxide solution. The product is extracted with 4-methyl-2-pentanone. The extract is washed with water, dried, filtered and evaporated. The residue is converted into the ethanedioate salt in 2-propanol. The salt is filtered off and crystallized from a mixture of 2-propanol and 2,2'-oxybispropane, yielding 5 parts (48%) of methyl 4-[N-(4-chlorophenyl)acetyl-N-phenylamino]-1-(1-methylethyl)-4-piperidinecarboxylate ethanedioate; mp. 154.2° C.

1. temperaturerefluxed for 32 hours
2. temperatureThe reaction mixture is cooled
3. washwashed with a diluted sodium hydroxide solution
4. extractionextracted with a diluted hydrochloric acid solution
5. customthree layers are obtained
6. extractionThe product is extracted with 4-methyl-2-pentanone
7. washThe extract is washed with water
8. customdried
9. filtrationfiltered
10. customevaporated
11. filtrationThe salt is filtered off
12. customcrystallized from a mixture of 2-propanol and 2,2'-oxybispropane