Bronstein - 26-4-2011 at 03:41
Hi!
Is it possible to chlorinate benzilic acid to diphenylchloroacetic acid (2-chloro-2,2-diphenylacetic acid) with hydrochloric acid? It is a substituted
benzyl alcohol, and at least benzyl alcohol can be chlorinated to benzyl chloride with hydrochloric acid.
I have searched beilstein for references but only found two for chlorinating it with POCl3 and SOCl2 (Ber 36: 145 and Ber. 43: 2471).
I also found a reference that mentions the ethyl ester of diphenylchloroacetic acid is produced when benzilic acid is heated with HCl/ethanol (Ber.
22: 1213). So if that is possible shouldn't diphenylchloroacetic acid itself be produced with just hydrochloric acid?