Hydrochloric Acid → HCID 15124026, compound

Participants

Reaction Steps

Ethyl 3-methyl-4-hydroxy-5-tert-butyl-7-p-chlorobenzoylbenzofuran-2-carboxylate, compound 17 (0.322 g, 0.79 mmol) was suspended in a solution of potassium hydroxide (0.151 g, 2.69 mmol) in water (15 mL) and heated to reflux for 2.5 hours. The resulting solution was cooled in an ice bath and acidified with 2N HCl. The product precipitated and 3-methyl-4-hydroxy-5-tert-butyl-7-p-chlorobenoylbenzofuran-2-carboxylic acid, compound 18 was collected by filtration and allowed to air dry. mp 214°-216° C.; 1H NMR (DMSO-d6) d 1.44 (9H, s), 2.78 (3H, s), 5.78 (1H, s), 7.6 (2H, d, J=8 Hz), 7.62 (1H, s), 7.74 (2H, d, J=8 Hz).

Provenance & Evidence