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Conversion of HMF to Methyl Cyclopentenolone by the Pd/Nb2O5 and Ca-Al Catalysts via Two-steps Procedure

Abstract

The catalytic conversion of HMF to 2-hydroxy-3-methyl-2-cyclopenten-1-one (MCP), which was a valuable edible essence traditionally obtained from adipinic acid, was achieved with 58% isolated yield. This procedure contained two steps: the hydrogenation of 5-hydroxymethylfurfural (HMF) to 1-hydroxy-2,5-hexanedione (HHD) in water on Pd/Nb2O5 catalysts and then the HHD isomerized to MCP in the presence of base. The Nb2O5 supports, possessing acidity, were characterized by FTIR, XRD and NH3-TPD. The supported Pd/Nb2O5 catalysts, of highly dispersed Pd, were synthesized employing cyclohexene as reductant and characterized by XRD, TEM, ICP-AES, XPS , EDX and CO pulse chemisorption. The high conversion of HMF was attributed to high disperse of Pd and the acidity of supports led to high selectivity of HHD. The conversion of HHD to MCP was an intramolecular aldol condensation reaction and the protonic solvent was in favor of this reaction. The Ca-Al was proved to be an effective solid base for the conversion of HHD to MCP in water.

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Publication details

The article was received on 30 Jul 2017, accepted on 14 Sep 2017 and first published on 14 Sep 2017


Article type: Paper
DOI: 10.1039/C7GC02310C
Citation: Green Chem., 2017, Accepted Manuscript
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    Conversion of HMF to Methyl Cyclopentenolone by the Pd/Nb2O5 and Ca-Al Catalysts via Two-steps Procedure

    Y. Duan, M. Zheng, D. Li, D. Deng, L. Ma and Y. Yang, Green Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7GC02310C

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