Benzyl Bromide → 1-Benzyl-1H-benzotriazole

Participants

Reaction Steps

To a solution of benzotriazole (1.2 g, 10.1 mmol) in DMF (40 mL) at r.t. was added a solution of 1M KOtBu in THF (11 mL, 11 mmol). After stirring for 30 min., benzyl bromide (2.0 g, 11.6 mmol) was added. The mixture was further stirred for 1 h, diluted with H2O, and extracted with EtOAc. The EtOAc extract was washed with H2O (3×), dried (MgSO4) and concentrated. The residue was stirred with hexane containing small amount of Et2O to give 1.2 g (57%) of the title compound as a white powder.

Provenance & Evidence