Water → HCID 69670126, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 2-bromo-5-(piperidin-4-ylmethyl)phenol (RE4) (500 mg, 1.9 mmol), 2-(4-oxo-3,4-dihydro-2H-chromen-6-yl)ethyl 4-methylbenzenesulfonate (RE6) (612 mg, 1.8 mmol) and potassium carbonate (489 mg, 3.5 mmol) in acetonitrile (50 mL) and dimethylformamide (20 mL) was stirred at 55-60° C. for 6 hours. The reaction mixture was cooled to room temperature, and then, water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the obtained concentrated residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1→chloroform:methanol=20:1) to obtain a semi-purified product of the title compound. A small amount of ethyl acetate was added thereto, and the resulting precipitate was collected by filtration, washed with ethyl acetate, and then dried under reduced pressure to obtain the title compound (5-8) of interest (37 mg, 5%) as a white powder.

Provenance & Evidence