Selective mono-chlorination of aromatic compounds

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Keith Smith, Michael Butters, Walter E. Paget, Dominique Goubet, Emmanuelle Fromentin and Barry Nay


Abstract

tert-Butyl hypochlorite/HNa faujasite X in acetonitrile represents an efficient and highly regioselective system for mono-chlorination of a wide range of mono- and di-substituted aromatic substrates in mild conditions. Partially protonated faujasite X is far superior to amorphous silicas and to other zeolites in terms of efficiency and regioselectivity. Advantages of tert-butyl hypochlorite over other chlorinating reagents have been demonstrated. The method is suitable for large scale work.


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