反应详情

A mixture of 120 g (634 mmol) 1-benzyl-4-piperidone, 77.5 g (697 mmol) 4-fluoroaniline and 62.9 g (634 mmol) trimethylsilyl cyanide in 400 ml acetic acid was stirred at ambient temperature for 18 h. The reaction mixture was poured onto 500 g ice, pH is adjusted to 9 by addition of 5N NaOH and the aqueous mixture extracted with dichloromethane. The combined organic extracts were washed with brine, dried over Na2SO4, filtered and evaporated. The crystalline residue was re-crystallised from Et2O: 152 g 1-benzyl-4-(4-fluoro-phenylamino)-piperidine-4-carbonitrile as colorless crystals: MS (ISP): 310.1 MH+.

1. extractionthe aqueous mixture extracted with dichloromethane
2. washThe combined organic extracts were washed with brine
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. customevaporated
6. customThe crystalline residue was re-crystallised from Et2O