An efficient method for the alkylation of α-methylnaphthalene with various alkylating agents using methanesulfonic acid as novel catalysts and solvents

Abstract

Friedel-Crafts alkylations of α-methylnaphthalene with various alkylating agents were first carried out in the presence of methanesulfonic acid (MeSA). The Brønsted acid catalyst MeSA exhibited outstanding catalytic performance, and was found to be excellent catalyst and solvent for alkylation reaction of aromatic hydrocarbon. It’s found that alkenes can be used as excellent alkylating agent for alkylation of α-methylnaphthalene. The effects of various reaction parameters like type of alkylating agent, dosages of catalysts, reaction temperature and reaction time were investigated in detail. Moreover, the performance of reuse for catalysts was also studied. It’s found that, under the optimal reaction conditions, more than 90% of conversion for olefins and 100% of selectivity for the desired products were obtained. Compared with traditional catalysis technology, the reaction, catalyzed by MeSA catalyst, no volatile solvents needed, good selectivity for desired products could be obtained. The catalyst can be isolated easily from the reaction mixtures by decantation, and was successfully reused. The methanesulfonic acid could be considered as environmentally friendly novel catalyst and solvent for long-chain alkylation of α-methylnaphthalene with alkenes. The catalytic reaction mechanism for alkylation in the presence of MeSA was proposed as well.