Methanol → Hydrochloric Acid

Participants

Reaction Steps

Methanol (20 ml) was cooled to below 0° C. under argon. Acetyl chloride (3 ml, 42 mmole) was then slowly added dropwise. The reaction was exothermic. The temperature was maintained below 15° C. during the dropwise addition. The reaction mixture was stirred for 1 hour at room temperature. S-2-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethyl ethanethioate (600 mg, 2.724 mmole) was dissolved in methanol/dichloromethane 1:1 (10 ml) and then added dropwise within 10 minutes. The reaction mixture was stirred for 18 hours at 23° C. The solvent was distilled off. The orange residue was suspended in cyclohexane (5 ml), filtered and washed with cyclohexane (3×1 ml). The beige-coloured Ind-4 was presumably obtained as hydrochloride (578 mg, 99%, melting point 138-150° C.).

Provenance & Evidence