Continuous enantioselective hydrogenation of activated ketones on a pt-cd chiral catalyst: use of h-cube reactor system |
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| Authors: | Gy?rgy Sz?ll&#;si Beáta Hermán Ferenc Fül?p and and Mihály Bartók |
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| Institution: | (1) Organic Catalysis Research Group, Department of Organic Chemistry, Organic Catalysis Research Group of the Hungarian Academy of Sciences, University of Szeged, Dóm tér 8, Szeged, H-6720, Hungary, Szeged;(2) Institute of Pharmaceutical Chemistry, University of Szeged, E?tv?s utca 6, Szeged, H-6720, Hungary;(3) Institute of Pharmaceutical Chemistry, University of Szeged, E?tv?s utca 6, Szeged, H-6720, Hungary;(4) Organic Catalysis Research Group of the Hungarian Academy of Sciences, University of Szeged; Department of Organic Chemistry, University of Szeged, Dóm tér 8, Szeged, H-6720, Hungary; Dóm tér 8, Szeged, H-6720, Hungary |
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| Abstract: | Summary The Pt-alumina-CD catalyzed enantioselective hydrogenations of ethylpyruvate (EP), ketopantolactone (KPL) and methyl benzoylformate
(MBF) have been studied at first in an H-Cube flow hydrogenator in toluene and toluene + acetic acid. Based on the experience
of previous studies carried out in batch-reactor and continuous flow systems, some parameters were kept constant (amount of
catalyst, 380 mg; substrate concentration, 0.18 mol/L; temperature, 283 K), whereas others, namely chiral modifier (CD) concentration,
hydrogen pressure and total liquid flow (TLF: substrate + modifier + solvent) were varied. In the course of enantioselective
hydrogenation (R)-products were formed in excess: in the case of EP, KPL, MBF: 90, 60, 80 % enantioselectivities were obtained. |
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| Keywords: | hydrogenation ethyl pyruvate Asymmetric ketopantolactone fixed-bed reactor methyl benzoylformate platinum-cinchonidine catalyst enantioselective |
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