反应详情

温度

0 °C

2.2 g (58.2 mmol) sodium borohydroxide are suspended in 50 ml abs. THF and cooled to ca. 0° C. under moisture exclusion. 6.7 g (23.1 mmol) (1-diphenylmethylpiperidin-4-yl)-acetonitrile are added and the mixture is subsequently cooled to −5° C. to −10° C. and added dropwise to 1.5 ml (26.7 mmol) 95% sulfuric acid (vigorous foaming). The suspension is left to stand for two days at RT without further cooling. Under renewed cooling to ca. 0° C., 40 ml 2 M sodium hydroxide solution is added dropwise. The aqueous phase is extracted with 30 ml THF and thereafter the combined organic phases are washed twice, each with 30 ml saturated NaCl solution, dried over sodium sulfate and the solution is removed under vacuum. The residue is chromatographically purified over silica gel with CHCl3/CH3OH/N4OH (90/10/1). Yield: 3.9 g (57%).

1. temperaturethe mixture is subsequently cooled to −5° C. to −10° C.
2. waitThe suspension is left
3. extractionThe aqueous phase is extracted with 30 ml THF
4. washthe combined organic phases are washed twice
5. dry with materialeach with 30 ml saturated NaCl solution, dried over sodium sulfate
6. customthe solution is removed under vacuum
7. customThe residue is chromatographically purified over silica gel with CHCl3/CH3OH/N4OH (90/10/1)