Hydrogenation of optically active esters of furancarboxylic acid

Communication 2. Hydrogenation of menthyl furoates on a palladium catalyst
  • L. F. Godunova
  • E. I. Klabunovskii
  • R. A. Karakhanov
  • E. Yu. Beilinson
  • T. G. Rybina
  • I. A. Rubtsov
Physical Chemistry
  • 17 Downloads

Conclusions

  1. 1.

    Optically active and racemic menthyl furoates were produced for the first time, and their constants were determined.

     
  2. 2.

    The kinetics of the hydrogenation of menthyl furoate on a Pd(OH)2/C catalyst was investigated. Hydrogenation leads primarily to the tetrahydro-product without intermediate formation of the di-hydro-product. The activation energy of the process is equal to 4.9 kcal/mole.

     
  3. 3.

    Asymmetrical synthesis was carried out in the furan series: it was shown that hydrogenation proceeds stereospecifically. The optical yield of tetrahydrofuryl alcohol is 20%.

     

Keywords

Hydrogenation Alcohol Ester Activation Energy Furan 

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Literature cited

  1. 1.
    E. I. Klabunovskii, L. F. Godunova, R. A. Karakhanov, E. Yu. Beilinson, T. G. Rybina, and I. A. Rubtsov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 1 (1969).Google Scholar
  2. 2.
    R. G. Hiskey and R. G. Northrop, J. Amer. Chem. Soc.,83, 4798 (1961).Google Scholar
  3. 3.
    L. F. Godunova, E. I. Klabunovskii, and A. A. Balandin, Izv. Akad. Nauk SSSR, Ser. Khim., 1593 (1968).Google Scholar

Copyright information

© Consultants Bureau 1969

Authors and Affiliations

  • L. F. Godunova
    • 1
  • E. I. Klabunovskii
    • 1
  • R. A. Karakhanov
    • 1
  • E. Yu. Beilinson
    • 1
  • T. G. Rybina
    • 1
  • I. A. Rubtsov
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRUSSR

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