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Continuous chiral separation of amino acid derivatives by enantioselective liquid-liquid extraction in centrifugal contactor separators

Schuur, Boelo, Floure, Joelle, Hallett, Andrew Jon, Winkelman, Jozef G. M., de Vries, Johannes and Heeres, Hero J. 2008. Continuous chiral separation of amino acid derivatives by enantioselective liquid-liquid extraction in centrifugal contactor separators. Organic Process Research and Development 12 (5) , pp. 950-955. 10.1021/op800074w

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Abstract

The continuous enantioselective liquid−liquid extraction of aqueous 3,5-dinitrobenzoyl-d,l-leucine (DNB-d,l-leu) by a cinchona alkaloid extractant (CA) in 1,2-dichloroethane using a centrifugal contact separator (CCS) was studied at 294 K. Typical concentrations were in the order of 1 mM for both DNB-d,l-leu and CA. The best results were found at a pH of 6, with 61% yield for DNB-l-leu and an enantiomeric excess of 34%. Back-extraction studies at different pH values showed that the host can be recovered efficiently in a single CCS, provided that pH > 9. Experimental studies indicate that the CCS behaves as an equilibrium extraction stage, even at total throughputs exceeding 50% of the equipment capacity (1.9 L min−1). A previously developed equilibrium stage extraction model was successfully applied to describe the data for both the extraction and the back-extraction experiments

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: ACS
ISSN: 1083-6160
Last Modified: 19 Mar 2016 22:15
URI: http://orca-mwe.cf.ac.uk/id/eprint/9687

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