反应详情

A mixture of 3.0 parts of trans-N-(3-methoxy-4-piperidinyl)-3-(trifluoromethyl)benzamide, 2.65 parts of sodium carbonate and 80 parts of 4-methyl-2-pentanone was stirred for 30 minutes at reflux temperature, using a water separator. After cooling 3.96 parts of N-(dihydro-5-methyl-3,3-diphenyl-2(3H)-furanylidene)-N-methylmethanaminium bromide were added and stirring was continued for 5 hours at reflux. After cooling overnight at room temperature, the reaction mixture was washed twice with 50 parts of water, dried, filtered and evaporated in vacuo. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 8 parts of acetonitrile. The product was filtered off and dried, yielding 1.3 parts (22.5%) of trans-3-methoxy-N,N,γ-trimethyl-α,α-diphenyl-4-[[3-(trifluoromethyl)benzoyl]amino]-1-piperidinebutanamide; mp. 197.8° C. (compound 52).

1. temperatureat reflux temperature
2. additionwere added
3. stirringstirring
4. waitwas continued for 5 hours
5. temperatureat reflux
6. washthe reaction mixture was washed twice with 50 parts of water
7. customdried
8. filtrationfiltered
9. customevaporated in vacuo
10. customThe residue was purified by column chromatography over silica gel using
11. additiona mixture of trichloromethane and methanol (95:5 by volume) as eluent
12. customThe pure fractions were collected
13. customthe eluent was evaporated
14. customThe residue was crystallized from 8 parts of acetonitrile
15. filtrationThe product was filtered off
16. customdried