Potassium Carbonate → HCID 66777315, compound

Participants

Reaction Steps

To a solution (150 mL) of 1-[5-(benzyloxy)-2-hydroxyphenyl]ethanone (7.8 g) synthesized in Example 82(1) in N,N-dimethylformamide were added potassium carbonate (13.2 g) and 1-bromobutan-2-one (5.0 mL) at room temperature, and the mixture was stirred at room temperature for 3 hr. The reaction mixture was allowed to cool to room temperature, and filtered through celite. Water was added to the filtrate, and the mixture was extracted with diethyl ether. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The obtained residue was dissolved in N,N-dimethylformamide (100 mL) again, 1,8-diazabicyclo[5.4.0]undec-7-ene (4.9 mL) was added to the solution, and the mixture was stirred at 110° C. with heating for 1 hr. After cooling to room temperature, the reaction mixture was quenched with 1N hydrochloric acid, and the mixture was extracted with diethyl ether. The extract was concentrated under reduced pressure, and the precipitated compound was recrystallized from diisopropyl ether-hexane to give the title object compound (6.2 g, 66%) as a colorless solid.

Provenance & Evidence