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Application of Preferential Crystallization to Resolve Racemic Compounds in a Hybrid Process

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Lorenz,  H.
Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society;

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Polenske,  D.
Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society;

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Seidel-Morgenstern,  A.
Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society;
Otto-von-Guericke-Universität Magdeburg, External Organizations;

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Citation

Lorenz, H., Polenske, D., & Seidel-Morgenstern, A. (2006). Application of Preferential Crystallization to Resolve Racemic Compounds in a Hybrid Process. Chirality, 18(10), 828-840. doi:10.1002/chir.20327.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0013-9B03-A
Abstract
The application of preferential crystallization is at present limited to conglomerate forming systems, which cover only a minor part of chiral substances. In this paper, a hybrid process is proposed that extends the applicability of the preferential crystallization principle to the more common racemic compound forming systems. It comprises a preliminary (e. g. chromatographic) enantiomeric enrichment step and preferential crystallization to finally produce the desired pure enantiomer(s). The applicability of preferential crystallization to racemic compounds is demonstrated on the example of mandelic acid as a model system. Direct monitoring of the separation progress is performed using combined online polarimetry and online density measurements. A cyclic crystallization process, which provides alternating the pure mandelic acid enantiomer and the racemic compound, is feasible and allows the resolution of rac-mandelic acid as part of the proposed hybrid approach. Copyright © 2006 Wiley-Liss, Inc. [accessed 2013 November 27th]