Publication Date:
2014-10-09
Description:
The chiral resolution of two racemic cyclopropanecarboxylic acids with the resolving agents ( S )-2-( N -benzylamino)butan-1-ol and ( R )-1-phenylethanamine was investigated. The resolutions were based on diastereomer salt crystallization in supercritical carbon dioxide. Unreacted compounds were removed by an extraction step. Experiments were performed in a continuously stirred tank reactor and good enantioselectivities were obtained in a single step. Pressure, temperature, and density were found to strongly affect both the optical purity and the selectivity of the resolutions. The crystal structures of the formed diastereomer salts were also studied via X-ray diffraction. The modified Pope-Peachy method, a resolution technique, is applied to realize the organic solvent-free chiral resolution of two racemic acids using supercritical CO 2 as reaction medium. A fast reaction system is presented and in vacuo and in situ methods to achieve enantiomer separation of the racemic acids are compared. Good enantioselectivities were obtained in a single step.
Print ISSN:
0930-7516
Electronic ISSN:
1521-4125
Topics:
Chemistry and Pharmacology
,
Process Engineering, Biotechnology, Nutrition Technology
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