Synthesis 1993; 1993(1): 103-106
DOI: 10.1055/s-1993-25809
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Convenient Method for the Synthesis of Activated N-Methylcarbamates

Takeo Konakahara* , Tomokazu Ozaki, Kenji Sato, Barry Gold
  • *Department of Industrial and Engineering Chemistry, Faculty of Science and Technology, Science University of Tokyo, Noda, Chiba 278, Japan
Further Information

Publication History

Publication Date:
17 September 2002 (online)

An investigation of methods to efficiently prepare activated N-methylcarbamates is reported. N-(Methylcarbamoyloxy)succinimide (3a), aryl N-methylcarbamates 3b-d and 2,2,2-trifluoro-1-(trifluoromethyl)ethyl N-methylcarbamate (3e) have been prepared in 70-80% yields from the corresponding chloroformates 5a-e, which were prepared as crystalline solids by the condensation of trichloromethyl chloroformate (1) or bis(trichloromethyl) carbonate (2) with hydroxy compounds 4a-e in high yields.

    >