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

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Abstract

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 %.

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

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Kislyi, V.P., Laikhter, A.L., Ugrak, B.I. et al. Ethyl 2-nitroacetoacetate as a new synthetic equivalent of ethoxycarbonylnitrile oxide. Russ Chem Bull 43, 98–100 (1994). https://doi.org/10.1007/BF00699144

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  • DOI: https://doi.org/10.1007/BF00699144

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