Ethyl 2-nitroacetate as a new synthetic equivalent of ethoxycarbonylnitrile oxide

Article abstract of DOI:10.1007/BF00699144

It was shown that ethyl 2-nitroacetoacetate is a synthetic precursor of ethoxycarbonylnitrile oxide as well as of isoxazole- and isoxazoline-3-carboxylic acids and their esters.The elimination of acetic acid from ethyl 2-nitroacetoacetate occurs in a mixture of acetic acid and acetic anhydride in the presence of strong mineral acids, e.g., H2SO4, at room temperature and gives isoxazolines in yields of up to 85 - 91percent. - Key words: ethoxycarbonylnitrile oxide, isoxazoles, isoxazolines.