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Chemistry of Heterocyclic Compounds

, Volume 2, Issue 2, pp 228–228 | Cite as

Peculiarities in the hydrogenation of alkenylfurans with a double bond situated in the 2, 3 position to the ring

  • Yu. I. Tarnopol'skii
  • V. N. Belov
Letters to the Editor

Abstract

Up to the present there has been no doubt about the possibility of selective hydrogenation of the side chain double bond in alkenylfurans [1]. In particular, catalysts consisting of palladium on carriers (SrCO3 [2], BaSO4 [3, 4]) have been used. They have been used to hydrogenate compounds with the double bond at various positions in the side chain [2–4], but not alkenylfurans with the double bond at the 2, 3 position. Having synthesized compounds of this latter type [5], the present authors attempted to hydrogenate selectively 2-(3-methylbuten-2-yl) furan and 2-(2,3-dimethylbuten-2-yl) furan, but it was unexpectedly found that with Pd/BaSO4 and at atmospheric pressure hydrogenation was non-selective, and gave the corresponding alkyltetrahydrofurans. Hydrogen uptake rate fell uniformly, and slowed down greatly when hydrogenation was complete.

Keywords

Hydrogenation Organic Chemistry Double Bond Palladium Uptake Rate 
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.

References

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Copyright information

© The Faraday Press, Inc. 1967

Authors and Affiliations

  • Yu. I. Tarnopol'skii
    • 1
  • V. N. Belov
    • 1
  1. 1.Mendeleev Institute of Chemical TechnologyMoscow

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