Potassium Carbonate → HCID 66777538, compound

Participants

Reaction Steps

1-[2-Hydroxy-5-(2-methoxyethoxy)phenyl]ethanone (7.0 g) synthesized in the above-mentioned (1) was dissolved in N,N-dimethylformamide (140 mL). Potassium carbonate (13.8 g) and 2-bromo-1-cyclohexylethanone (8.9 g) synthesized in Example A51(1) were added to the reaction mixture at room temperature, and the mixture was stirred for 15 hr. The reaction mixture was filtered through celite, water (200 mL) was added, and the mixture was extracted with diethyl ether (100 mL×2). The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was dissolved in N,N-dimethylformamide solution (100 mL), DBU (5.3 mL) was added at room temperature, and the mixture was stirred at 100° C. for 1 hr. The reaction mixture was allowed to cool to room temperature, 1N hydrochloric acid (100 mL) was added, and the mixture was extracted with diethyl ether (100 mL×2). The extract was washed with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:20, volume ratio) to give the title object compound (10.3 g, 98%) as a pale-yellow oil.

Provenance & Evidence