Phenyltrimethylammonium bromide dibromide → 1-[1-(Benzo[b]thiophen-2-yl)cyclobutyl]-2-bromoethanone

Participants

Reaction Steps

Phenyltrimethylammonium tribromide (1.72 g) was added in portions at −20° C. to a stirred solution of 1-[1-(benzo[b]thiophen-2-yl)cyclobutyl]ethanone (1.05 g) in tetrahydrofuran (50 ml). The mixture was stirred at ambient temperature for 3 hours, then it was filtered, and allowed to stand at ambient temperature for a further 18 hours. The mixture was filtered once more, and the solvent was removed in vacuo. The residue was purified via flash chromatography over silica using a 1:49 mixture of ether and petroleum ether (b.p. 40-60° C.) as eluant. Appropriate fractions were combined, and the solvents removed in vacuo to give 1-[1-(benzo[b]thiophen-2-yl)cyclobutyl]-2-bromoethanone as an oil (0.46 g).

Provenance & Evidence