Acetic Acid → HCID 86619196, compound

Participants

Reaction Steps

506 mg (2.71 mmol) of 1-(t-butoxycarbonyl )piperazine, 273 mg (3.23 mmol) of diketene and 0.562 ml (4.07 mmol) of trimethylamine were heated and stirred in 10 ml of toluene at 80° C. for 2 hours. After adding saturated aqueous sodium hydrogencarbonate solution, the reaction mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. 364 mg (2.71 mmol) of 2,4-dimethylbenzaldehyde was dissolved in 20 ml of 2-propanol. 16.3 mg (0.271 mmol) of piperidine and 22.3 mg (0.271 mmol) of acetic acid were added and stirred at room temperature for 2 days. After the solvent was evaporated under reduced pressure, ethyl acetate was added. The obtained substance was washed with 1 N hydrochloric acid and saturated aqueous sodium hydrogencarbonate solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1) to obtain the title compound.

Provenance & Evidence