Friedel-crafts benzoylation of anisole in ionic liquids: Catalysis, separation, and recycle studies

Christopher Hardacre, Paul Nancarrow, David W. Rooney, Julian M. Thompson

    Research output: Contribution to journalArticlepeer-review

    Abstract

    The comparison of three ionic liquid-mediated catalytic processes for the benzoylation of anisole with benzoic anhydride is presented. A detailed understanding of the mechanism by which the zeolite and metal triflate reactions in bis{trifluoromethanesulfonyl}imidebased ionic liquids has been reported previously, and these routes are considered together with an indium chloride-based ionic liquid system. Solvent extraction and vacuum/steam distillation have been assessed as possible workup procedures, and an overall preliminary economic evaluation of each overall process is reported. Although the predominant activity is associated with the in situ formation of a homogeneous acid catalyst, the low cost and facile separation of the zeolite-catalysed process leads to this route being the most economically viable overall option. The results of a continuous flow miniplant based on the zeolite catalyst are also presented and compared with the reaction using a small plug flow reactor.

    Original languageEnglish
    Pages (from-to)1156-1163
    Number of pages8
    JournalOrganic Process Research and Development
    Volume12
    Issue number6
    DOIs
    Publication statusPublished - 21 Nov 2008

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