Carbon Tetrachloride → Butyl ether

Participants

Reaction Steps

To a stirred and gently refluxing mixture of 256 parts of butyl (5-nitro-o-tolyl) ether, 1 part of benzoyl peroxide and 4800 parts of anhydrous carbon tetrachloride is added, over a one-day period, a mixture of 213.6 parts of N-bromosuccinimide and 1 part of benzoyl peroxide. Upon completion, stirring at gentle reflux is continued overnight. The reaction mixture is cooled and water is added. The organic layer is separated, washed with water, dried, filtered and evaporated. The oily residue is crystallized on standing overnight in 2-propanol, yielding 189.7 parts of (α-bromo-5-nitroo-tolyl) butyl ether; mp. 64° C.

Provenance & Evidence