Hydrochloric Acid → 1-(4-Fluorophenyl)-4-oxocyclohexanecarbonitrile

Participants

Reaction Steps

102.5 g of crude 5-Cyano-5-(4-fluoro-phenyl)-2-oxo-cyclohexanecarboxylic acid methyl ester (72) were dissolved in 680 mL of ethanol. 170 mL of conc. hydrochloric acid were added and the reaction mixture was refluxed for 40 h. The mixture was evaporated to dryness, the residue was taken up in water and extracted with dichloromethane. The combined organic layers were extracted with brine, dried over sodium sulfate and evaporated to dryness. The crude product was purified by silica gel chromatography to give 50.4 g of the desired product. Rt=1.26 min (Method C). Detected mass: 218.2 (M+H+).

Provenance & Evidence