Acetic Acid → HCID 117701619, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 7-hydroxy-3-methyl-2-(1-propanoylpiperidin-4-yl)-4H-chromen-4-one (1.07 g, 3.39 mmol) obtained in Example 31-2 and hexamethylenetetramine (3.33 g, 23.75 mmol) in acetic acid (20 mL) was heated with stirring at 100° C. for 3 hours. The reaction solution was concentrated under reduced pressure. Water (16 mL) and concentrated hydrochloric acid (8 mL) were added to the obtained residue, and the mixture was heated with stirring at a bath temperature of 80° C. for 1 hour. The reaction solution was allowed to cool, and then water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate. The desiccant was filtered off, and then the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=40/60→0/100) to obtain 584 mg of the title compound (yield: 50%).

Provenance & Evidence