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Displacement of the equilibrium in lipase catalysed transesterification in ethyl octanoate by continous evaporation of ethanol

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Summary

A simple method to overcome low equilibrium conversion in lipase catalysed resolution of alcohols by transesterification was developed. Ethyl octanoate was used as acyl donor as well as solvent and the reaction equilibrium was shifted by applying reduced pressure, forcing the co-product ethanol to evaporate during the reaction. Using a lipase fromCandida antarctica 2-octanol, 1-phenyl ethanol, 1-cyclohexyl ethanol andtrans-2-methylcyclohexanol were resolved in good optical and chemical yields.

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Authors and Affiliations

  1. Department of Biochemistry and Biotechnology, Royal Institute of Technology, S-100 44, Stockholm, Sweden

    Niklas Öhrner, Mats Martinelle & Karl Hult

  2. Department of Organic Chemistry, Royal Institute of Technology, S-100 44, Stockholm, Sweden

    Anders Mattson & Torbjörn Norin

Authors
  1. Niklas Öhrner
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  2. Mats Martinelle
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  3. Anders Mattson
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  4. Torbjörn Norin
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  5. Karl Hult
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Öhrner, N., Martinelle, M., Mattson, A. et al. Displacement of the equilibrium in lipase catalysed transesterification in ethyl octanoate by continous evaporation of ethanol. Biotechnol Lett 14, 263–268 (1992). https://doi.org/10.1007/BF01022321

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  • DOI: https://doi.org/10.1007/BF01022321

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