Boron tribromide → HCID 11226424, compound

Participants

Reaction Steps

To an ice-cooled solution of (2R)-4-benzyl-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3-methoxy-4-methylbenzyl)-piperazine (0.68 g) in dichloromethane (5 ml) was added dropwise a solution of boron tribromide in dichloromethane (1M solution, 3.7 ml) over 20 minutes. After stirring at the same temperature for 2 hours, the mixture was further stirred at room temperature for 12 hours and poured into a saturated aqueous sodium hydrogen carbonate solution. The organic layer was separated, dried over magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography using a mixed solvent of hexane and ethyl acetate (4:1). Fractions containing the desired compound were collected and the solvent was evaporated under reduced pressure to give (2R)-4-benzyl-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3-hydroxy-4-methylbenzyl)piperazine (0.56 g) in the form of a red foam substance.

Provenance & Evidence