Chemistry of Heterocyclic Compounds

, Volume 8, Issue 4, pp 412–413 | Cite as

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

  • V. B. Mochalin
  • Z. I. Smolina
  • B. V. Unkovskii


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.


Aluminum Methyl Ethyl Lithium Organic Chemistry 
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Literature cited

  1. 1.
    S. Yasuda and T. Matsumoto, Tetrahedron Lett., 4393 (1969).Google Scholar
  2. 2.
    S. Yasuda, T. Ogasawara, I. I. Watati, and T. Matsumoto, Tetrahedron Lett., 3969 (1969).Google Scholar
  3. 3.
    R. U. Lemieux and T. L. Nagabhushan, Tetrahedron Lett., 2143 (1965).Google Scholar
  4. 4.
    C. L. Stevens and A. E. Scherr, J. Org. Chem., 17, 1177 (1952).Google Scholar

Copyright information

© Consultants Bureau 1974

Authors and Affiliations

  • V. B. Mochalin
    • 1
  • Z. I. Smolina
    • 1
  • B. V. Unkovskii
    • 1
  1. 1.M. V. Lomonosov Moscow Institute of Precision Chemical EngineeringUSSR

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