反应详情

To a stirred solution of 13.2 parts of N-[1-(1-benzoylethyl)-4-(methoxymethyl)-4-piperidinyl]-N-phenylpropanamide in 164 parts of methanol are added portionwise 1.34 parts of sodium borohydride (slightly exothermic reaction). Upon completion, stirring is continued first for 2 hours at 35° C and further overnight at room temperature. The reaction mixture is evaporated. The residue is taken up in 50 parts of water and the whole is warmed for a while. After cooling, the product is extracted three times with 75 parts of trichloromethane. The combined extracts are washed with water, dried, filtered and evaporated. The oily residue is purified twice by column-chromatography over silica-gel using a mixture of trichloromethane and 3% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The oily residue is triturated in petroleumether. The product is filtered off, crystallized from 2,2'-oxybispropane and a drop of 4-methyl-2-pentanone, filtered off again and dried at 110° C, yielding N-[1-(2-hydroxy-1 -methyl-2-phenylethyl)-4-(methoxymethyl)-4-piperidinyl]-N-phenylpropanamide; mp. 154.2° C.

1. customslightly exothermic reaction)
2. customThe reaction mixture is evaporated
3. temperaturethe whole is warmed for a while
4. temperatureAfter cooling
5. extractionthe product is extracted three times with 75 parts of trichloromethane
6. washThe combined extracts are washed with water
7. customdried
8. filtrationfiltered
9. customevaporated
10. customThe oily residue is purified twice by column-chromatography over silica-gel
11. additiona mixture of trichloromethane and 3% of methanol as eluent
12. customThe pure fractions are collected
13. customthe eluent is evaporated
14. customThe oily residue is triturated in petroleumether
15. filtrationThe product is filtered off
16. customcrystallized from 2,2'-oxybispropane
17. filtrationa drop of 4-methyl-2-pentanone, filtered off again
18. customdried at 110° C