Kinetics and catalyst deactivation in the enantioselective hydrogenation of ethyl benzoylformate over Pt/Al2O3

A1 Journal article (refereed)

Internal Authors/Editors

Publication Details

List of Authors: Gerson Martin, Päivi Mäki-Arvela, Dmitry Yu. Murzin, Tapio Salmi
Publication year: 2014
Journal: Catalysis Science and Technology
Journal acronym: Catal. Sci. Technol.
Volume number: 4
Issue number: 1
Start page: 170
End page: 178
eISSN: 2044-4761


The enantioselective hydrogenation of ethyl benzoylformate (EBF) to (R)-ethyl mandelate over (−)-cinchonidine (CD)-modified Pt/Al2O3 catalyst in toluene in a semi-batch reactor was studied as a function of modifier concentration, reaction temperature, stirring rate and catalyst particle size. The kinetic results showed higher enantioselectivity and lower initial rates tending asymptotically to a constant value as the amount of modifier increased. The maximum enantiomeric excess (ee) and the initial hydrogenation rate or turnover frequency obtained under optimized conditions with an initial concentration of 5.6 mmol L−1 EBF at 25 °C over 5% (w/w) Pt/Al2O3 were 85% (modifier-to-surface Pt of 1.28) and 109 h−1 (modifier-to-surface Pt of 0.16), respectively. Additionally, catalyst deactivation due to the presence of impurities in the feed was prominent in some cases; therefore activated carbon was used as a cleaning agent of the raw material to remove impurities prior to catalyst addition.

Last updated on 2020-14-07 at 07:06