TRIMETHYLSILYLATED N-ALKYL-SUBSTITUTED CARBAMATES. I. PREPARATION AND SOME REACTIONS

Article abstract of DOI:10.1016/S0022-328X(00)99291-X

Trimethylsilyl N-monoalkyl- and N,N-dialkyl-carbamates have been made in 85-95percent yields by silylation of the corresponding ammonium carbamates with trimethylchlorosilane.Trimethylsilyl N,N-dimethylcarbamate can be used for silylation of alcohols, phenols, and carboxylic acids.The silylcarbamates react with carboxylic acid halides to give the corresponding acid amides.The reaction of trimethylsilyl carbamates with carboxylic anhydrides give the corresponding silyl carboxylate and acid amide, while the reaction with dicarboxylic anhydrides give the trimethylsilyl monoamide of the corresponding dicarboxylic acid, i.e.Me3SiO2C<*>CONR¹R².