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

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 85–91 %.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 103–105, January, 1994.