Hydrochloric Acid → ethyl 7-hydroxy-4-oxo-4H-chromen-2-carboxylate

Participants

Reaction Steps

To a warm, stirred solution of 18.4 g (0.8 mole) of sodium metal in 250 ml of absolute ethanol was added dropwise a solution of 30.4 g (0.2 mole) of 2,4-dihydroxyacetophenone and 58.5 g (0.4 mole) of diethyloxalate in 50 ml of absolute ethanol and 50 ml of absolute ethyl ether over a 30-min period. The mixture was heated at reflux for 4 hr and then poured into a solution of 200 ml of concentrated hydrochloric acid and 1.8 liter of water. The mixture was extracted with two 500-ml portions of ethyl ether and the combined extracts were concentrated under reduced pressure to give a solid residue.

Provenance & Evidence