Methanol → HCID 70855548, compound

Participants

Reaction Steps

Acetyl chloride (2.6 mL, 36.3 mmol) was dropped at 0° C. in methanol (20 mL). After minutes, a solution of (3-bromo-4-methyl-benzo[b]thiophen-2-yl)-trimethylsilanyloxy-acetonitrile (428 mg, 1.21 mmol) in methanol (5 mL) was added at 0° C. to the reaction. The mixture was warmed at room temperature for 2 hours and then concentrated under vacuum. The residue was diluted with ethyl acetate (30 mL). The organic layer was washed with an aqueous solution of sodium hydroxyde 1M for 2 hours and was then acidified to pH 2 with an hydrochloric acid solution 1N. The organic layer was washed with brine (20 mL), dried over sodium sulfate, filtered, and evaporated under reduced pressure to afford the desired acid (23g) as a white solid (270 mg, 0.9 mmol, 74%) without further purification.

Provenance & Evidence