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Meerwein–Ponndorf–Verley reaction of acetophenones with 2-propanol over MgAl mixed oxide: The substituent effect
Affiliation:1. Department of Organic Chemistry, University of Szeged, Dóm tér 8, Szeged H-6720, Hungary;2. MTA-SZTE Stereochemistry Research Group, Dóm tér 8, Szeged H-6720, Hungary;1. MTA-SZTE Bioinorganic Chemistry Research Group, Dóm tér 7, H-6720 Szeged, Hungary;2. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences and IOCB Research Center, Flemingovo namestí 2, 166 10 Prague 6, Czech Republic;3. Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary
Abstract:The MPV reaction of several substituted acetophenones with 2-propanol over an Mg(Al)Ox catalyst were carried out to estimate the Hammett’s reaction constant. Also, the MPV reaction of acetophenone was carried out at different temperatures and variable amount of catalyst and 2-propanol:acetophenone molar ratios. The results show that the optimal reaction conditions are: 82 °C, 1 g of catalyst and an alcohol:ketone molar ratio of 30. In these conditions the yield and selectivity to 1-phenylethanol are 90% and 100%, respectively. These results are similar or better than the obtained by other catalysts in this process.
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