Synthesis of 1,3,4,6-tetraoxo compounds

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• 作者：P. P. Mukovoz ; V. O. Koz’minykh ; A. V. Gorbunova…
• 关键词：1 ; 6 ; dialkyl ; 1 ; 3 ; 4 ; 6 ; tetraoxohexanes ; esters of 3 ; 4 ; dihydroxy ; 2 ; 4 ; hexadiene ; 1 ; 6 ; dioic and 3 ; 4 ; dihydroxy ; 6 ; oxo ; 2 ; 4 ; alkadienoic acids
• 刊名：Russian Journal of General Chemistry
• 出版年：2016
• 出版时间：November 2016
• 年：2016
• 卷：86
• 期：11
• 页码：2427-2436
• 全文大小：
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry/Food Science, general;
• 出版者：Pleiades Publishing
• ISSN：1608-3350
• 卷排序：86

文摘

The two-step method of synthesis of 1,3,4,6-tetraoxocompounds with different terminal substituents is developed. By condensation of alkyl methyl ketones with dimethyl oxalate new 1,6-dialkyl-substituted 1,3,4,6-tetraoxohexanes are obtained. The esters of 3,4,6-trioxoalkanoic acids are synthesized by the condensation reaction of alkyl acetates with dialkyl oxalates and alkyl methyl ketones. By the reaction of ethyl acetate with diethyl oxalate and methyl acetate the mixed diester of 3,4-dioxo-1,6-hexanedioic (ketipic) acid has been first prepared. Specific structural features of the synthesized compounds are discussed basing on the data of the IR, NMR, and XRD diffraction (XRD) analysis.