Ethyl 3-methyl-4-methoxy-7-benzoylbenzofuran-2-carboxylate → HCID 15124008, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 3-methyl-4-methoxy-7-benzoylbenzofuran-2-carboxylate (1.10 g, 3.25 mmol) and freshly fused pyridinium hydrochloride (2.14 g, 18.52 mmol) was heated to 195° C. for 45 minutes. After cooling, the reaction mixture was diluted with 2N HCl (25 mL) and extracted with ethyl acetate (3×25 mL). The combined extracts were washed with water (2×20 mL), dried (Na2SO4), and concentrated. Flash chromatography, using 20% ethyl acetate in hexane as eluant, afforded 3-methyl-4-hydroxy-7-benzoylbenzofuran 6. 1H NMR d 2.44 (3H, s), 6.06 (1H, br s), 6.65 (1H, d, J=8 Hz), 7.36 (1H, s), 7.54 (4H, m), 7.84 (2H, m).

Provenance & Evidence