P-Chlorobenzhydryl bromide

Lui et al. [8] prepared buclizine by reducing p-chlorophenyl phenyl ketone 1 with potassium borohydride to p-chlorobenzhydryl alcohol 2, which was converted into p-chlorobenzhydryl bromide 3. The latter compound 3 was prepared by reaction of p-chlorophenylmagnesium bromide 4 with benzaldehyde 5. p-ferf-Butylbenzyl chloride 6 was condensed directly with piperazine 7 to give p-ferf-butylbenzylpiperazine 8. Treatment of p-chlorobenzhydryl bromide 3 with p-ferf-butylbenzylpiperazine 8 in the presence of anhydrous sodium carbonate gave buclizine 9 hydrochloride. 

Bowden and Thomas report that the effect of methyl groups on the conductivity of trityl chloride in sulfur dioxide is in the order p>o>m> none.1 1 The trityl chloride-stannic chloride complex and a whole series of trityl bromides are strong electrolytes in sulfur dioxide.160-152 Benzhydryl chloride, ra-chlorobenzhydryl chloride, and -dimethylbenzhydryl chloride do not conduct in sulfur dioxide. Earlier reports to the contrary may have been due to the use of impure compounds.162 Dimesitylmethyl chloride has also been reported to conduct in sulfur dioxide.163... 

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