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Journal of the American Chemical Society

The Chemistry of Nitroacetic Acid and its Esters. II. The Synthesis of Ethyl α-Nitro-β-(3-indole)-propionate from Gramine and Ethyl Nitromalonate

DI Weisblat, DA Lyttle

文献索引:Weisblat; Lyttle Journal of the American Chemical Society, 1949 , vol. 71, p. 3079

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被引用次数: 28

摘要

The alkylation of ethyl nitromalonate (I) by gramine (11) under reaction conditions similar to those reported for the alkylation of ethyl nitroacetate2 gives ethyl a-nitro-a-carbethoxy-P- (34ndole)-propionate (111) in excellent yield. The structure of ethyl nitromalonate, in contrast to that of ethyl nitroacetate, excludes dialkylation2s3 as a possible side reaction and this, together