Canadian Journal of Chemistry

ipso Nitration. XXIII. Reactions of cyclohexadiene adducts from nitration of 4-ethyltoluene in acetic anhydride

A Fischer, GN Henderson

文献索引：Fischer, Alfred; Henderson, George N. Canadian Journal of Chemistry, 1981 , vol. 59, p. 2314 - 2327

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被引用次数: 12

摘要

The diastereoisomers of 4-ethyl-1-methyl-4-nitrocyclohexa-2, 5-dienyl acetate (1) and 1- ethyl-4-methyl-4-nitrocyclohexa-2, 5-dienyl acetate (2) are stereospecifically reduced to the corresponding nitrocyclohexadienols with aluminum hydride. Each dienol is stereospecifically methylated to the corresponding methyl ether with methyl iodide, silver oxide, and potassium hydroxide. Acid-catalysed solvolysis of the acetates 1 and 2 results ...