Oxidation of Primary Aliphatic Amines to<i>C</i>-Nitroso Dimers

Abstract

A biphasic system of ethyl acetate or dichloromethane and water containing sodium percarbonate (Na2CO3·3/2 H2O2), sodium hydrogen carbonate and N,N,N′,N′-tetraacetylethylenediamine oxidizes primary aliphatic amines to aliphatic C-nitroso dimers in most cases in good to excellent yields.