Studies on nitro carboxylic acids. II. Synthesis of α, β-unsaturated β-nitro carboxylic esters

C Shin, Y Yonezawa, H Narukawa, K Nanjo…

Index: Shin,C. et al. Bulletin of the Chemical Society of Japan, 1972 , vol. 45, # 12 p. 3595 - 3598

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Citation Number: 24

Abstract

Synthetic studies on ethyl α, β-unsaturated β-nitrocarboxylates (IV) through two routes are described. Ethyl α-hydroxy-β-nitrocarboxylates (II) obtained by the reactions of ethyl α, β- unsaturated carboxylates with fuming nitric acid or by those of nitroparafins with ethyl glyoxylate, were treated with acetic anhydride to afford ethyl α,-acetoxy-β-nitrocarboxylates (III), which were subsequently converted into IV by treatment with bases used as catalysts. ...