Water → HCID 67461322, compound

Participants

Reaction Steps

To a solution of (3-benzyloxy-2-(4-methoxybenzyl)-5-trifluoromethylthiophene (170.5 mg, 0.45 mmol) in dichloromethane (4.5 mL), a solution of boron tribromide-dimethylsulfide complex in dichloromethane (0.47 mL, 0.47 mmol) was added at −78° C. in a nitrogen stream. The reaction mixture was stirred at the same temperature for five minutes and then at 0° C. for 11 hours. To the reaction mixture, water was added and the resulting mixture was extracted with methylene chloride. The organic layer was washed with a saturated sodium hydrogencarbonate aqueous solution and a saturated sodium chloride aqueous solution and dried (anhydrous sodium sulfate), and then the solvent was distilled under reduced pressure. The obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:5)] to obtain the title compound (117.0 mg, 90%).

Provenance & Evidence