New transformation of cycloalkanone acetals by peracids α,ω-dicarboxylic acids synthesis

Author:

Terent'ev Alexander1,Chodykin Sergey1

Affiliation:

1. 1N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Leninsky Prospect 47, Moscow, Russia

Abstract

AbstractA new process of oxidation of cycloalkanone acetals under the action of in situ generated performic acid has been found. The main products of the reaction are α, ω-dicarboxylic acids obtained with the yield up to 77% depending on the size of acetals ring. The process has been explored and optimized on the example of the dodecanedioic acid synthesis (a valuable industrial product).

Publisher

Walter de Gruyter GmbH

Subject

Materials Chemistry,General Chemistry

Reference46 articles.

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2. C.H. Hassell: Organic reactions, Vol. 9, Ch.3, Wiley and Sons, New York-London, 1958.

3. V.N. Belov, L.A. Heifits and S.I. Varezub: Reactions and methods of research of organic compounds, Vol. 10, GCHI, Moscow, 1961.

4. Methoden der Organischen Chemie (Houben-Weyl), 4th ed., Georg Thieme Verlag, Stuttgard, 1963, pp. 707.

5. G.R. Krow: “Oxygen insertion reactions of bridged bicyclic ketones”, Tetrahedron, Vol. 37, (1981), pp. 2697–2724.

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