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Synthesis of 2-ethoxy-2-carbethoxy-δ5 -dihydropyrans and their derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Acrolein and methyl vinyl ketone undergo diene condensation with ethyl α-ethoxyacrylate to give the corresponding 2-ethoxy-2-carbethoxy-Δ5-dihydropyrans in 50–60% yields. The reduction of the latter with lithium aluminum hydride gave the hydroxymethyl derivatives of dihydropyrans, while ammonolysis gave amides of 2-ethoxy-Δ5-dihydropyran-2-carboxylic acids.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 452–453, April, 1972.

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Mochalin, V.B., Smolina, Z.I. & Unkovskii, B.V. Synthesis of 2-ethoxy-2-carbethoxy-δ5 -dihydropyrans and their derivatives. Chem Heterocycl Compd 8, 412–413 (1972). https://doi.org/10.1007/BF00477409

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  • DOI: https://doi.org/10.1007/BF00477409

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