A Convenient Method for the Synthesis of Activated N-Methylcarbamates

Takeo Konakahara; Tomokazu Ozaki; Kenji Sato; Barry Gold

doi:10.1055/s-1993-25809

Synthesis 1993; 1993(1): 103-106
DOI: 10.1055/s-1993-25809

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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

Abstract

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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.

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