反应详情

To a cis/trans mixture of 1-benzyl-3-methyl-piperidin-4-ol (50 g, 243 mmol, prepared as described in Can. J. Chem. (1972) 50, 803) in THF is added triethylamine (51 ml, 365 mmol) followed by 2,2-dimethyl-propionyl chloride (45 ml, 365 mmol). The reaction is exothermic and a precipitate is formed. The mixture is heated under reflux for 18 hours, cooled, filtered and washed with ether. The organic layers are washed with 1N—NaOH and brine, dried and evaporated. The crude is purified by chromatography on silicagel using hexane and EtOAc (5%) to give pure trans-isomer as a colourless oil.

1. customa precipitate is formed
2. temperatureThe mixture is heated
3. temperatureunder reflux for 18 hours
4. temperaturecooled
5. filtrationfiltered
6. washwashed with ether
7. washThe organic layers are washed with 1N—NaOH and brine
8. customdried
9. customevaporated
10. customThe crude is purified by chromatography on silicagel
11. customto give pure trans-isomer as a colourless oil