tert-Butyl methyl ether → 5-Phenyl-2-methylbenzylbromide

Participants

Reaction Steps

14.9 g (75.0 mmol) of 2-methyl-5-phenylbenzyl alcohol was dissolved in 100 ml of anhydrous diethyl ether, and to the resulted solution was dropped 8.12 g (30.0 mmol) of phosphorus tribromide under ice cooling. The mixture was stirred further for 3 hours under ice cooling, then, to the reaction solution was added ice water and t-butyl methyl ether, the mixture was stirred for 30 minutes, then, separated. The organic layer was washed with an about 5 wt % sodium bicarbonate solution and water sequentially, dried over anhydrous magnesium sulfate, then, concentrated to obtain 19.2 g (73.7 mmol) of 2-methyl-5-phenylbenzyl bromide.

Provenance & Evidence