Tin tetrachloride → HCID 18944331, compound

Participants

Reaction Steps

To a solution of 0.54 g (2 mmol) of 6-methoxy-2-(4-methoxyphenyl)benzo-[b]thiophene and 0.52 g (2.3 mmol) of 4-bromobenzoyl chloride in 20 mL of methylene chloride at 0° C. was added dropwise a solution of 0.3 ml (2.5 mmol) of tin (IV) chloride in 5 mL of methylene chloride. After stirring for 16 hours the solution was concentrated and the residue was washed with aqueous sodium bicarbonate and extracted 2 times with 40 mL of ethyl acetate. The organic layers were combined, dried (MgSO4) and concentrated. The crude solid was passed through a short plug of silica gel to remove residual tin salts. Elution with 30% EtOAc:hexane and concentration yielded 0.65 g (73%) of yellow crystals, m.p. 127°-129° C.

Provenance & Evidence