Synthesis of 1,3-bis(3 prime -bromophenyl)-5-(4 prime -chlorophenyl) benzene

Bromination of acetophenone catalyzed by anhydrous AlCl3 in mole ratio n(acetophenone):n(Br2):n(AlCl3) = 1.8:2.3:4.2 gave m-bromoacetophenone in 65% yield. Self-condensation of m-bromoacetophenone, catalyzed by tetrachlorosilane in mole ratio n(m-bromoacetophenone):n(tetrachlorosilane) = 1:1 afforded 1,3-bis (3 prime -bromophenyl) but-2-en-1-one(A) in 52% yield. 1,3-Bis(3 prime -bromophenyl)-5-(4 prime -chlorophenyl) benzene(B) was synthesized in 43% yield by condensation of intermediate A with 4-chloroacetophenone catalyzed by tetrachlorosilane in mole ratio n(A):n (4-chloroacetophenone):n(tetrachlorosilane) = 1.0:1.0:2.5.