Unusual phenomena during the resolution of 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (FTHQ): thermodynamic-kinetic control |
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Authors: | J zsef B lint, Gabriella Egri, Violetta Kiss, Antal Gaj ry, Zolt n Juvancz,Elem r Fogassy |
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Affiliation: | a Department of Organic Chemical Technology, Budapest University of Technology and Economics, H-1521 Budapest, PO Box 91, Hungary b Chinoin Pharmaceutical and Chemical Works Ltd., H-1325 Budapest, PO Box 110, Hungary c VITUKI Plc., H-1095 Budapest, Kvassay J. u.1., Hungary |
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Abstract: | 6-Fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (FTHQ) was resolved in several different solvents by tartaric acid derivatives as the most common acidic resolving agents available in industrial quantities. Strong reaction kinetics and solvent dependence were observed, curiously without solvation. In possession of these findings, an economic resolution process is proposed, which is completed by the incorporation of a racemization step. |
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