反应详情

A mixture of 43 parts of methyl 4-amino-3-methyl-1-piperidinecarboxylate, 57.6 parts of 1,4-dichloro-2-nitrobenzene, 32 parts of sodium carbonate, 0.2 parts of potassium iodide and 160 parts of cyclohexanol is stirred and refluxed (160°-163° C) for 20 hours with water-separator. The reaction mixture is evaporated. Water is added and the product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silicagel, using a mixture of trichloromethane and 5% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. Methylbenzene is added to the oily residue and the whole is washed with a diluted hydrochloric acid solution. After filtration over hyflo, the layers are separated. The methylbenzene phase is treated with activated charcoal. The latter is filtered off and the filtrate is dried, filtered and evaporated, yielding methyl 4-(4-chloro-2-nitrophenylamino)-3-methyl-1-piperidinecarboxylate as an oily residue.

1. customThe reaction mixture is evaporated
2. additionWater is added
3. extractionthe product is extracted with methylbenzene
4. customThe extract is dried
5. filtrationfiltered
6. customevaporated
7. customThe residue is purified by column-chromatography over silicagel
8. additiona mixture of trichloromethane and 5% of methanol as eluent
9. customThe pure fractions are collected
10. customthe eluent is evaporated
11. additionMethylbenzene is added to the oily residue
12. washthe whole is washed with a diluted hydrochloric acid solution
13. filtrationAfter filtration over hyflo
14. customthe layers are separated
15. additionThe methylbenzene phase is treated with activated charcoal
16. filtrationThe latter is filtered off
17. customthe filtrate is dried
18. filtrationfiltered
19. customevaporated