Advertisement

Kinetics and Catalysis

, Volume 52, Issue 1, pp 77–81 | Cite as

Chemo-bio catalyzed synthesis of R-1-phenylethyl acetate over bimetallic PdZn catalysts, lipase, and Ru/Al2O3. Part II

  • A. Kirilin
  • P. Mäki-Arvela
  • K. Kordas
  • A. -R. Leino
  • A. Shchukarev
  • D. Boström
  • J. -P. Mikkola
  • L. M. Kustov
  • T. O. Salmi
  • D. Yu. MurzinEmail author
Article

Abstract

One-pot synthesis of R-1-phenyethylacetate at 70°C was investigated using three different catalysts simultaneously, namely a bimetallic PdZn/Al2O3 as a hydrogenation catalyst, an immobilized lipase as an acylation catalyst and Ru/Al2O3 as a racemization catalyst. The most active bimetallic catalyst was PdZn/Al2O3 calcined at 300°C and reduced at 400°C, whereas the most selective although less active catalyst was the one being calcined and reduced at 500°C. The highest selectivity to R-1-phenylethyl acetate over this catalyst was 32 at 48% conversion. Ru/Al2O3 was confirmed to have a positive effect on the formation of the desired product, although it was not very active in the racemization during one-pot synthesis.

Keywords

Lipase Acetophenone Ethylbenzene Immobilize Lipase Acyl Donor 
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.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Sheldon, R.A., Arens, I., and Hanefeld, U., Green Chemistry and Catalysis, Weinheim: Wiley-VCH, 2007.CrossRefGoogle Scholar
  2. 2.
    Bruggink, A., Schoevaart, R., and Kieboom, T., Org. Proc. Res. Dev., 2003, vol. 7, p. 622.CrossRefGoogle Scholar
  3. 3.
    Murzin, D.Yu. and Leino, R., Chem. Eng. Res. Des., 2008, vol. 86, p. 1002.CrossRefGoogle Scholar
  4. 4.
    Jung, H.M., Koh, J.H., and Kim, M.-J., Park, J. Org. Lett., 2000, vol. 2, p. 2487.CrossRefGoogle Scholar
  5. 5.
    Persson, B.A., Huerta, F.F., and Bäckvall, J., J. Org. Chem., 1999, vol. 64, p. 5237.CrossRefGoogle Scholar
  6. 6.
    Mäki-Arvela, P., Sahin, S., Kumar, N., Heikkil Lehto, V.-P., Salmi, T., and Murzin, D.Yu., J. Mol. Catal. A: Chem., 2008, vol. 285, p. 132.CrossRefGoogle Scholar
  7. 7.
    Mäki-Arvela, P., Sahin, S., Kumar, N., Heikkil Lehto, V.-P., Salmi, T., and Murzin, D.Yu., Appl. Catal., A, 2008, vol. 350, p. 24.CrossRefGoogle Scholar
  8. 8.
    Lenarda, M., Moretti, E., Storaro, L., Patrono, P., Pinzari, F., Rodriguez-Castellón, E., Jimenéz-López, A., Busca, G., Finocchio, E., Montanari, T., and Frattini, R., Appl. Catal., A, 2006, vol. 312, p. 220.CrossRefGoogle Scholar
  9. 9.
    Yamaguchi, K., Koike, T., Kim, J.W., Ogasawara, Y., and Mizuno, N., Chem. Eur. J., 2008, vol. 14, p. 11 480.Google Scholar
  10. 10.
    Kirilin, A., Mäki-Arvela, P., Kordas, K., Leino, A.-R., Shchukarev, A., Bosträm, D., Mikkola, J.-P., Kustov, L.M., Salmi, T.O., and Murzin, D.Yu., Kinet. Catal., 2011, vol. 52, p. 72.CrossRefGoogle Scholar
  11. 11.
    Yu, H., Wang, B., Tang, X., and Liu, L., Chinese Patent 101503727, 2008.Google Scholar
  12. 12.
    Wuyts, S., de Vos, D.E., Verpoort, F., Depla, D., de Gryse, R., and Jacobs, P., J. Catal., 2003, vol. 219, p. 417.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2011

Authors and Affiliations

  • A. Kirilin
    • 1
    • 5
  • P. Mäki-Arvela
    • 1
  • K. Kordas
    • 2
  • A. -R. Leino
    • 2
  • A. Shchukarev
    • 3
  • D. Boström
    • 4
  • J. -P. Mikkola
    • 1
    • 3
  • L. M. Kustov
    • 1
  • T. O. Salmi
    • 1
  • D. Yu. Murzin
    • 1
    Email author
  1. 1.Process Chemistry Centre, Laboratory of Industrial Chemistry and Reaction EngineeringÅbo Akademi UniversityTurku/ÅboFinland
  2. 2.Microelectronics and Materials Physics Laboratories, Department of Electrical and Information EngineeringUniversity of OuluOuluFinland
  3. 3.Department of Chemistry, Technical Chemistry, Chemical-Biological CentreUmeå UniversityUmeåSweden
  4. 4.Applied Physics and Electronics/Energy Technology and Thermal Process Chemistry, Chemical-Biological CentreUmeå UniversityUmeåSweden
  5. 5.Zelinsky Institute of Organic ChemistryMoscowRussia

Personalised recommendations