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

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作者
P. P. Mukovoz
V. O. Koz’minykh
A. V. Gorbunova
P. A. Slepukhin
O. S. El’tsov
I. N. Ganebnykh
A. V. Kuzmin
机构
[1] Moscow Technological Institute,Orenburg Branch
[2] Perm State Humanitary Pedagogical University,I.Ya. Postovskii Institute of Organic Synthesis
[3] Orenburg State University,undefined
[4] Ural Branch of Russian Academy of Sciences,undefined
[5] Ural Federal University named after the first President of Russia B.N. Yeltsin,undefined
[6] Institute of Solid State Physics of Russian Academy of Sciences,undefined
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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;
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摘要
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.
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页码:2427 / 2436
页数:9
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