Water → 2-Bromo-4'-(methylsulfonyl)acetophenone

Participants

Reaction Steps

To a cooled (-5° C.) solution of 174 g of 4-(methylsulfonyl)acetophenone in 2.5 L of CHCl3 was added 20 mg of AlCl3, followed by a solution of 40 mL of Br2 in 300 mL CHCl3. The reaction mixture was then treated with 1.5 L of H2O and the CHCl3 was separated. The aqueous layer was extracted with 1 L of EtOAc. The combined extracts were dried over Na2SO4 and concentrated. The crude product was recystallized from 50/50 EtOAc/hexane to give 210 g of the title compound as a white solid.

Provenance & Evidence