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Acylation of (R,S)-1-phenylethanol with ethyl acetate over an immobilized enzyme

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Abstract

Acylation of (R,S)-1-phenylethanol, which is a product of acetophenone hydrogenation, over a Pd-supported catalyst, was studied in ethyl acetate with an immobilized lipase. It was demonstrated that in the presence of hydrogen and Pd/C in the reaction medium the (R,S)-1-phenylethanol acylation rate is not hindered, whereas the selectivity was strongly altered in the latter case, leading to significant amounts of side products.

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References

  1. P. Mäki-Arvela, S. Sahin, N. Kumar, T. Heikkilä, V.-P. Lehto, T. Salmi, D.Yu. Murzin, J. Mol. Catal. A 285, 132–141 (2008)

    Article  CAS  Google Scholar 

  2. S. Sahin, A. Kirilin, P. Mäki-Arvela, J. Wärnå, D.Yu. Murzin, (in preparation)

  3. H.M. Jung, J.H. Koh, M.J. Kim, J. Park, Org. Lett. 2, 2487–2490 (2000)

    Article  CAS  Google Scholar 

  4. L.S. Chua, M.R. Sarmidi, J. Mol. Catal. B. 38, 551–556 (2006)

    CAS  Google Scholar 

  5. S. Wyuts, K. De Temmerman, D. De Vos, P. Jacobs, Chem. Commun., 1928–1929 (2003)

  6. S. Wyuts, K. De Temmerman, D. De Vos, P. Jacobs, Chem. Eur. J. 11, 386–397 (2005)

    Article  CAS  Google Scholar 

  7. W.-H. Kim, R. Karvembu, J. Park, Bull. Korean Chem. Soc. 25, 931–933 (2004)

    Article  CAS  Google Scholar 

  8. S. Wuyts, D. De Vos, F. Verpoort, D. Depla, R. De Gryse, P.A. Jacobs, J. Catal. 219, 417–424 (2003)

    Article  CAS  Google Scholar 

  9. B. Chen, E.M. Miller, L. Miller, J.J. Maikner, R.A. Gross, Langmuir 23, 1381–1387 (2007)

    Article  CAS  Google Scholar 

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Acknowledgements

This work is part of the activities at the Åbo Akademi Process Chemistry Centre (ÅA-PCC) within the Finnish Centre of Excellence Programme (2000–2011) appointed by the Academy of Finland.

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Correspondence to Päivi Mäki-Arvela.

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Mäki-Arvela, P., Sahin, S., Eränen, K. et al. Acylation of (R,S)-1-phenylethanol with ethyl acetate over an immobilized enzyme. Res Chem Intermed 36, 245–252 (2010). https://doi.org/10.1007/s11164-010-0127-4

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  • DOI: https://doi.org/10.1007/s11164-010-0127-4

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