反应详情

温度

50 °C

rac-1-Benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester (25 g) was suspended in 100 ml ammonium hydroxide 25% and heated at 50° C. during 18 h. The mixture was cooled with ice and then, NaBH4 (1 g) was added in several portions. Stirring was continued for 18 h at ambient temperature and the mixture was diluted with water/ice, with cooling, and extracted with AcOEt. The organic extract was washed with brine and dried over sodium sulfate. Removal of the solvent under reduced pressure gave a brown oil which was purified by column chromatography (silica gel, heptane/AcOEt, 1/1) and precipitated (AcOEt/heptane) to give 12.1 g (56%) of the title compound as white solid and 6 g (25%) of the title compound as its borane salt.

1. temperatureThe mixture was cooled with ice
2. temperaturewith cooling
3. extractionextracted with AcOEt
4. extractionThe organic extract
5. washwas washed with brine
6. dry with materialdried over sodium sulfate
7. customRemoval of the solvent under reduced pressure
8. customgave a brown oil which
9. customwas purified by column chromatography (silica gel, heptane/AcOEt, 1/1)
10. customprecipitated (AcOEt/heptane)