Hydrochloric Acid → 3-Methyl-4-allyloxy-7-(2-thienoyl)benzofuran

Participants

Reaction Steps

To a solution of compound 3 (0.50 g, 1.92 mmol) in acetone (10 mL) was added sequentially potassium carbonate (0.53 g, 3.84 mmol) and allyl bromide (0.47 g, 3.84 mmol). The mixture was heated to reflux for two hours, cooled, diluted with water (50 mL), and acidified with 2N HCl. The aqueous mixture was extracted with methylene chloride (3×25 mL) and the combined extracts dried (Na2SO4) and concentrated to an oil. The crude 3-methyl-4-allyloxy-7-(2-thienoyl)benzofuran thus obtained was sufficiently pure for further synthesis. 1H NMR d 2.44 (3H, d, J=2 Hz), 4.74 (2H, d, J=4 Hz), 5.44 (2H, m), 6.12 (1H, m), 6.71 (1H, d, J=8 Hz), 7.15 (1H, m), 7.36 (1H, d, J=2 Hz), 7.68 (3H, m).

Provenance & Evidence