Tetrahydrofuran → 5-Bromo-1-methylbenzimidazol-7-ol

Participants

Reaction Steps

To a solution of 7-(benzyloxy)-5-bromo-1-methyl-1H-benzo[d]imidazole 2.51 (157 mg, 0.495 mmol) in DCM (3 mL) at 0° C. was added a solution of 1.0M BBr3 in THF (1.1 equiv). After 1 h at 0° C., the reaction mixture was diluted with DCM and washed with sat'd NaHCO3 and then the aqueous layer was then extracted with EtOAc (3×). Combined organic layers were washed successively with water and brine and dried over anhydrous magnesium sulfate. The residue was purified by flash column chromatography (SiO2, 0% MeOH/EtOAc→10% MeOH/EtOAc) to give of 5-bromo-1-methyl-1H-benzo[d]imidazol-7-ol 2.56.

Provenance & Evidence