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Catalytic transformations of 1-furyl-2-oxa-4-butanol

  • N. I. Shuikin
  • I. F. Bel'skii
  • S. N. Khar'kov
Brief Communications
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Conclusions

  1. 1.

    The hydrogenation of 1-furyl-2-oxa-4-butanol in a flow system at normal pressure on a Pd-C-catalyst at 180° and 280°, and also on Raney Cu-Al- and Ni-Al-catalysts at 240° were studied.

     
  2. 2.

    At 180° on a Pd-C-catalyst, 1-furyl-2-oxa-4-butanol smoothly hydrogenates to 1-tetrahydrofuryl-2-oxa-4-butanol. Raising the temperature to 280° makes possible the hydrogenolysis of the ether bond in the side chain.

     
  3. 3.

    The Cu-Al-catalyst possesses the property of most effectively causing hydrogenolysis of the side ether bond (50%), whereas hydrogenolysis of the furan ring with subsequent cyclodehydration leading to propyldioxane is observed to a lesser degree (20%).

     
  4. 4.

    “Conjugated” hydrogenolysis of the furan ring occurs on the Raney Ni-Al-catalyst leading to the formation of methyl-, ethyl-, and propyldioxanes from 1-furyl-2-oxa-4-butanol in yields of 18, 10, and 14%, respectively.

     

Keywords

Hydrogenation Methyl Ether Ethyl 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.
    N. I. Shuikin, I. F. Bel'skii, and Kh. M. Minachaev, Zh. obshch, khimii,29, 2969 (1959).Google Scholar
  2. 2.
    N. I. Shuikin, V. I. Nikiforov, and P. A. Stolyarova, Zh. obshch. khimii,7, 1501 (1937).Google Scholar
  3. 3.
    N. I. Shuikin and I. F. Bel'skii, Dokl. AN SSSR,115, 330 (1957).Google Scholar
  4. 4.
    N. I. Shuikin and I. F. Bel'skii, Dokl. AN SSSR,125, 345 (1959).Google Scholar
  5. 5.
    N. I. Shuikin and I. F. Bel'skii, Izv. AN SSSR, Otd. khim. n.,1958, 309.Google Scholar
  6. 6.
    N. I. Shuikin and I. F. Bel'skii, Zh. obshch. khim.,29, 3627 (1959).Google Scholar
  7. 7.
    I. F. Bel'skii, Izv. AN SSSR, Otd. khim. n.,1962, 142.Google Scholar
  8. 8.
    I. F. Bel'skii, N. I. Shuikin, and G. E. Skobtsova, Izv. AN SSSR, Otd. khim. n.,1963, 9.Google Scholar
  9. 9.
    I. F. Bel'skii, N. I. Shuikin, and V. M. Shostakovskii, Dokl. AN SSSR,152, 862 (1963).Google Scholar
  10. 10.
    I. F. Bel'skii, S. N. Khar'kov, and N. I. Shuikin, Dokl. AN SSSR,165, 821 (1965).Google Scholar

Copyright information

© Consultants Bureau 1968

Authors and Affiliations

  • N. I. Shuikin
    • 1
  • I. F. Bel'skii
    • 1
  • S. N. Khar'kov
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRUSSR

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