4-Pentynoic acid → 4-[4-(2-Oxazolin-2-yl) benzylidene]-1-(4-pentynoyl)piperidine

Participants

Reaction Conditions

Reaction Steps

356 mg (2.2 mmol) of N,N'-carbonyldiimidazole in 3 ml of tetrahydrofuran are added to 200 mg (2 mmol) of 4-pentynoic acid in 2 ml of tetrahydrofuran at ambient temperature. The mixture is stirred at 40° C. for 1 hour. 363 mg (1.5 mmol) of 4-[4-(2-oxazolin-2-yl)benzylidene]piperidine are then added and the mixture is stirred at 40° C. for a further 2 hours. The reaction solution is then evaporated down and the residue is purified by column chromatography (Silica gel; ethyl acetate). 320 mg (66% of theory) of the title compound of melting point 118° C. are obtained.

Provenance & Evidence