Boron tribromide → HCID 15055906, compound

Participants

Reaction Steps

814 μl of a 1M aqueous solution of boron tribromide in methylene chloride were added to a solution of 300 mg of methyl 4-[1-(2-methoxyphenyl)-2-(imidazol-1-yl)ethylthio]benzoate (prepared as described in Example 9) in 1.2 ml of methylene chloride at -78° C., and the resulting mixture was allowed to react at room temperature for 5 hours, and then poured into ice-water and stirred for 30 minutes. At the end of this time, the reaction mixture was neutralized with an aqueous solution of sodium bicarbonate, and then extracted with chloroform. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was removed by distillation and the residue was purified by silica gel column chromatography eluted with a 30:1 by volume mixture of chloroform and methanol, to give 25 mg of the title compound as an oil.

Provenance & Evidence