Journal of the Chemical Society. Perkin transactions I p. 781 - 786 (1991)
Update date:2022-08-04
Topics:
Din, Laily Bin
Meth-Cohn, Otto
Walshe, Nigel D. A.
Acetophenone in 25percent oleum is substituted by various alkyl radicals specifically in the para-position.The radicals used include cyclohexyl, 3-chloro-1-methylpropyl, 3-bromo-1-methylpropyl, 4-chloro-1-methylbutyl, 4-bromo-1-methylbutyl, 5-bromo-1-methylpentyl, 5-acetoxy-1-methylpentyl, 3-carboxy-1-methylpropyl, 4-carboxy-1-methylbutyl and 5-carboxy-1-methylpentyl.They were all generated by hydrogen atom abstraction at the radical position by dimethylaminium radicals, generated in turn from protonated dimethylchloramine and ferrous sulphate.Yields were generally poor to moderate but utilised simple conditions and cheap reagents.
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