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Chemistry of Heterocyclic Compounds

, Volume 13, Issue 9, pp 938–941 | Cite as

Reactions of aldehydes of the furan series

I. New method for the preparation of 1,2-di-(2-furyl)ethylene derivatives
  • Yu. M. Shapiro
Article
  • 38 Downloads

Abstract

The lability of the hydrogen atoms in the methyl group of 5-methylfurfural was proved by a reaction of the crotonic condensation type. Aldehydes, alcohols, and acids of the 1,2-di(2-furyl)ethylene series were synthesized. The optimum conditions (reagent ratio, elevated temperatures, catalysis by sodium ethoxide) that make it possible for the condensation process to prevail over side reactions were selected. The Cannizzarro reaction that accompanies condensation is the reason for the accumulation in the reaction mixture of furfuryl alcohols and furancarboxylic acids. Aldehydes of the 1,2-di-(2-furyl)ethylene series also participate in this reaction, on the basis of which it is proposed that alcohols and acids of this series be obtained by this method.

Keywords

Alcohol Catalysis Aldehyde Hydrogen Atom Furan 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

  1. 1.
    R. A. Gavar and Ya. P. Stradyn', Khim. Geterotsikl. Soedin., No. 1, 15 (1965).Google Scholar
  2. 2.
    S. V. Tsukerman, L. A. Kutulya, Yu. N. Surov, and V. F. Lavrushin, Khim. Geterotsikl. Soedin., No. 9, 1176 (1970).Google Scholar
  3. 3.
    P. Pascal and L. Normand, Bull. Soc. Chim. France, 9, 1059 (1911).Google Scholar
  4. 4.
    Yu. K. Yur'ev and D. Ékhard, Zh. Obshch. Khim., 31, 3536 (1961).Google Scholar
  5. 5.
    Zh. A. Krasnaya, S. S. Yufit, and V. F. Kucherov, Dokl. Akad. Nauk SSSR, 173, 1095 (1967).Google Scholar
  6. 6.
    E. R. Blout and M. Fields, J. Am. Chem. Soc., 70, 189 (1948).Google Scholar
  7. 7.
    V. M. Berezovskii, The Chemistry of Vitamins [in Russian], Moscow (1973), p. 140.Google Scholar

Copyright information

© Plenum Publishing Corporation 1978

Authors and Affiliations

  • Yu. M. Shapiro
    • 1
  1. 1.Krasnodar Polytechnic InstituteKrasnodar

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