A Convenient Method for the Synthesis of Activated<i>N</i>-Methylcarbamates

Takeo Konakahara, Tomokazu Ozaki, Kenji Sato, Barry Gold

Synthesis · 1993 · 17 citations · 0 references

Concepts

Abstract

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.