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Functionalized MCM-41 as a catalyst for the aldol condensation of 4-isopropylbenzaldehyde and propanal

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Abstract

Aldol condensation of 4-isopropylbenzaldehyde and propanal was carried out using functionalized MCM-41. The aldol condensations are usually performed using acidic or basic catalysts and due to this fact, the modification of MCM-41 was realized using post-grafting method by two acid groups (3-propylsulfoxy, 3-propylcarboxy) and one basic (the 3-(1,2-diethylamino)propyl) group. MCM-41 treated by sulfuric and nitric acid was also used. The prepared functionalized materials were characterized by BET, elemental analysis and UV–Vis spectroscopy. The optimal reaction conditions were found: the temperature of reaction mixture 100 °C, the molar ratio of reactants 4 isopropylbenzaldehyde:propanal = 1:2, the amount and the type of the catalyst: 50 wt% of MCM SO3H (compared to the amount of 4-isopropylbenzadehyde), the addition time of propanal 90 min and suitable solvent for the reaction was toluene. Using the optimal reaction conditions the yield of forcyclamenaldehyde was 45 %. The obtained results were compared to homogeneous catalysis with H2SO4 where the yield was 15 %.

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Authors and Affiliations

  1. Department of Organic Technology, Faculty of Chemical Technology, Institute of Chemical Technology Prague, Technická 5, 166 28, Prague 6, Czech Republic

    Eva Vrbková, Eliška Vyskočilová & Libor Červený

Authors
  1. Eva Vrbková
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  2. Eliška Vyskočilová
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  3. Libor Červený
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Correspondence to Eva Vrbková.

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Vrbková, E., Vyskočilová, E. & Červený, L. Functionalized MCM-41 as a catalyst for the aldol condensation of 4-isopropylbenzaldehyde and propanal. Reac Kinet Mech Cat 114, 675–684 (2015). https://doi.org/10.1007/s11144-014-0811-2

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  • DOI: https://doi.org/10.1007/s11144-014-0811-2

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