反应详情

2-(1-benzyl-4-hydroxy-piperidin-4-yl)-2-methyl-propionic acid ethyl ester (3.24 g, 10.6 mmol) from above was dissolved in chloroform (13 mL) containing N,N-dimethylformamide (34 μL). To this solution was added thionyl chloride (1.56 mL). The mixture was refluxed overnight. Solvents were evaporated and the residue was extracted with ethyl acetate and sodium hydroxide (1N) solution. The organic layer was washed with brine and dried over sodium sulfate. After evaporation of solvents, the residue was purified using flash chromatography (eluting with ethyl acetate and hexanes) to give 2-(1-benzyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-methyl-propionic acid ethyl ester (1.17 g) as an oily material. The NMR spectrum obtained on the sample is compatible with its structure. LC-MS calcd for C18H25NO2 (m/e) 287.4, obsd 288.2 (M+H).

1. temperatureThe mixture was refluxed overnight
2. customSolvents were evaporated
3. extractionthe residue was extracted with ethyl acetate and sodium hydroxide (1N) solution
4. washThe organic layer was washed with brine
5. dry with materialdried over sodium sulfate
6. customAfter evaporation of solvents
7. customthe residue was purified
8. washflash chromatography (eluting with ethyl acetate and hexanes)