Chapter 2. Industrialization Studies of the Jacobsen Hydrolytic Kinetic Resolution of Epichlorohydrin

  1. Dr. Hans-Ulrich Blaser3,
  2. Dr. Elke Schmidt4
  1. Larbi Aouni1,
  2. Karl E. Hemberger2,
  3. Serge Jasmin2,
  4. Hocine Kabir1,
  5. Jay F. Larrow2,
  6. Isidore Le-Fur1,
  7. Philippe Morel1,
  8. Thierry Schlama1

Published Online: 13 JAN 2004

DOI: 10.1002/3527602151.ch10

Book Title

Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

Additional Information

How to Cite

Aouni, L., Hemberger, K. E., Jasmin, S., Kabir, H., Larrow, J. F., Le-Fur, I., Morel, P. and Schlama, T. (2004) Industrialization Studies of the Jacobsen Hydrolytic Kinetic Resolution of Epichlorohydrin, in Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions (eds H.-U. Blaser and E. Schmidt), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527602151.ch10

Editor Information

  1. 3

    Solvias AG, P.O. Box, CH-4002 Basel, Switzerland

  2. 4

    Syngenta Crop Protection AG, CH-4058 Basel, Switzerland

Author Information

  1. 1

    Rhodia, Centre de Recherches de Lyon, 85 Avenue des Frères Perret, F-69192 St. Fons Cedex, France

  2. 2

    Rhodia ChiRex, 56 Roland Street, Boston, MA 02129, USA

Publication History

  1. Published Online: 13 JAN 2004
  2. Published Print: 6 NOV 2003

ISBN Information

Print ISBN: 9783527306312

Online ISBN: 9783527602155

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CHAPTER TOOLS

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Keywords:

  • Jacobsen hydrolytic kinetic resolution;
  • epichlorohydrin;
  • catalyst;
  • kinetic modelling;
  • simulation;
  • HKR reaction;
  • scale-up

Summary

This chapter contains sections titled:

  • Background

  • The HKR Catalyst

    • Preparation and Isolation of Active Catalyst

    • Activation Step Characterization

      • Quantitative Analysis of Co(II) and Co(III) Species

      • Kinetic Limitation of the Co(II) to Co(III) Oxidation Reaction

    • Scale-up Considerations for the (Salen)-Co(III)-OAc Process

  • Kinetic Modelling and Simulation of the HKR Reaction

    • Objectives and Approach

    • Development of a Global Reaction Scheme

    • Kinetic Modelling

      • Kinetic Rate Equations and Assumptions

      • Experimentation and Kinetic Model for a Fed-Batch Vessel

      • Parameter Deviation Study

  • HKR Process Optimization and Scale-up

    • Process Description

    • Process Optimization

      • HKR Stage Optimization

      • Isolation of Resolved Epichlorohydrin

  • Conclusions

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