反应详情

g 3) A solution of 6.4 g (19.3 mmol) of methyl (E)-[3-(4-ethyl-3,5-dimethoxy-phenyl)-1-methyl-piperidin-4-ylidene]acetate in 100 ml of methanol was treated with 1.08 g (20 mmol) of sodium methylate and the mixture was heated at reflux for 6 hours. The solution was evaporated and the residue was partitioned between 50 ml of methyl acetate and 50 ml of water. The organic phases were dried (MgSO4), filtered and evaporated. The colorless oil was dissolved in 50 ml of methanol, treated with 125 mg of Pd on charcoal and hydrogenated with hydrogen at room temperature for 12 hours. The catalyst was filtered off and the filtrate was evaporated. Chromatography (silica gel, ethyl acetate/methanol/NH4OH 200:10:1) yielded 5.68 g (88%) of methyl cis-[3-(4-ethyl-3,5-dimethoxy-phenyl)-1-methyl-piperidin-4-yl]-acetate as a colorless oil, Rf=0.23 (silica gel, ethyl acetate/methanol/NH4OH 200:10:1).

1. temperaturethe mixture was heated
2. temperatureat reflux for 6 hours
3. customThe solution was evaporated
4. customthe residue was partitioned between 50 ml of methyl acetate and 50 ml of water
5. dry with materialThe organic phases were dried (MgSO4)
6. filtrationfiltered
7. customevaporated
8. dissolutionThe colorless oil was dissolved in 50 ml of methanol
9. additiontreated with 125 mg of Pd on charcoal and hydrogenated with hydrogen at room temperature for 12 hours
10. filtrationThe catalyst was filtered off
11. customthe filtrate was evaporated