LETTER	Synlett 2006: 2629-2632   DOI: 10.1055/s-2006-951490
© Georg Thieme Verlag Stuttgart · New York
Efficient Demethylation of N,N-Dimethylanilines with Phenyl Chloroformate in Ionic Liquids
Satomi Imoria, Hideo Togo*a,b
a Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33, Inage-ku 263-8522, Japan b Department of Chemistry, Faculty of Science, Chiba University, Yayoi-cho 1-33, Inage-ku 263-8522, Japan e-Mail: togo@faculty.chiba-u.jp;
Received 24 July 2006

Abstract

Demethylation of N,N-dimethylanilines was carried out in various ionic liquids and acetonitrile as well as under solvent-free conditions. We have demonstrated that their reactivity dramatically depends on the ionic liquid employed; [bmim]Cl showed the best reactivity.

Key words

N,N-dimethylaniline - demethylation - phenyl chloroformate - ionic liquid - phenyl N-methyl-N-arylcarbamate