Pyridine → 1-(7-Methoxy-2H-1-benzopyran-3-yl)ethanone

Participants

Reaction Steps

1.52 g (10 mmol) of 2-hydroxy-4-methoxybenzaldehyde, 0.66 g (10 mmol) of 3-oxo-1-butene and 0.79 g (10 mmol) of pyridine are added at room temperature and with mechanical stirring to a suspension of 0.14 g (1 mmol) of potassium carbonate in 100 ml of dimethylformamide. The mixture is brought to reflux while magnetic stirring is maintained for 6 hours. The reaction medium is then poured into 200 ml of 0.5 N aqueous sodium hydroxide solution and thereafter extracted three times with 100 ml of diethyl ether. The organic phases are combined, washed twice with 100 ml of saturated aqueous sodium chloride solution and dried. The solvents are evaporated off and the product is purified by chromatography (see Table Al)

Provenance & Evidence