Russian chemical bulletin

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

VP Kislyi, AL Laikhter, BI Ugrak, VV Semenov

Index: Kislyi, V. P.; Laikhter, A. L.; Ugrak, B. I.; Semenov, V. V. Russian Chemical Bulletin, 1994 , vol. 43, # 1 p. 98 - 100 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1994 , # 1 p. 103 - 105

Full Text: HTML

Citation Number: 6

Abstract

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, eg, H 2 SO 4, at room temperature and gives isoxazolines in yields of up to 85–91%.