Issue 6, 2016

Microwave-assisted alcoholysis of furfural alcohol into alkyl levulinates catalyzed by metal salts

Abstract

The production of alkyl levulinates from furfuryl alcohol (FAL) was investigated in the presence of metal salt catalysts under microwave irradiation. Various metal salts were tested in the reaction and Al2(SO4)3 showed excellent catalytic activity for the FAL alcoholysis, giving a 80.6% yield of methyl levulinate within 5 minutes. Various alcohols were used to obtain different alkyl levulinates. The dielectric properties of these alcohols were also measured to explain their different performances in the reaction. Microwave heating was proved to dramatically increase the reaction rate of the FAL alcoholysis compared to traditional oil heating. Identification of the reaction intermediates and products provided some insight into the reaction mechanism, where methoxymethylfuran (MMF) and 4,5,5-trimethoxypentan-2-one (TMP) were the key intermediates. Finally, the catalyst was recycled and reused 6 times without much drop in the activity.

Graphical abstract: Microwave-assisted alcoholysis of furfural alcohol into alkyl levulinates catalyzed by metal salts

Supplementary files

Article information

Article type
Paper
Submitted
12 Jul 2015
Accepted
21 Oct 2015
First published
22 Oct 2015

Green Chem., 2016,18, 1516-1523

Author version available

Microwave-assisted alcoholysis of furfural alcohol into alkyl levulinates catalyzed by metal salts

Y. Huang, T. Yang, M. Zhou, H. Pan and Y. Fu, Green Chem., 2016, 18, 1516 DOI: 10.1039/C5GC01581B

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