Reaction #1857545

Reaction equation

1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone

bromine

NaOH

→

2-bromo-1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone

Solvents

MTBE

acetic acid

Conditions

Workup

1. 1
   workup.ADDITIONAfter completion of the addition the mixture
2. 2
   OtherThe organic layer was separated
3. 3
   Extractionextracted twice with MTBE
4. 4
   Washthe combined organic phases were washed with sat. NaHCO3 solution (1×) and brine (2×)
5. 5
   OtherThe solvent was evaporated

Procedure

1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone (1000 g) was dissolved in MTBE (5000 mL) and a solution of bromine (563 g) in glacial acetic acid (400 mL) was added dropwise at room temperature. After completion of the addition the mixture was stirred for 1 h at room temperature and the pH was adjusted to 7-8 by addition of 10% NaOH solution. The organic layer was separated, extracted twice with MTBE and the combined organic phases were washed with sat. NaHCO3 solution (1×) and brine (2×). The solvent was evaporated and the crude product was used directly in the next step.

Source