The direct acylation of aromatic hydrocarbons by some substituted benzoic a
cids occurs with high yields under Friedel-Crafts reaction conditions. The
acylation with ortho and pars alkylbenzoic acids is particularly interestin
g because of the increasing effect of this substitution on the reaction rat
e.
Our proposition is that the alkyl moiety with cc-H is responsible for the r
elatively high reaction rates of conversion. A carbanionic-like species sta
bilized by the Lewis acid is held to be the reaction intermediate. It is fo
rmed in presence of the aluminum halide that behaves not only as a catalyst
but also as a reactant.