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Continuous flow synthesis of menthol via tandem cyclisation-hydrogenation of citronellal catalysed by scrap catalytic converters

Abstract

A continuous flow synthesis of menthol starting from citronellal catalysed by scrap catalytic converters is re-ported. The reaction was conducted in a tandem system connecting in series two catalytic systems, the first having Lewis acid properties (favouring the cyclisation of citronellal to isopulegols) and the second having hydrogenation catalytic ac-tivity (catalysing the hydrogenation of isopulegols to menthols). A Lewis acid catalyst was prepared by supporting iron oxide nanoparticles over a waste material, i.e. the ceramic core of scrap catalytic converters (SCATs) via a microwave assisted method. Most importantly, SCATs, containing low residual noble metals content, could be directly employed in the second step as hydrogenation catalyst. The reaction was performed studying the influence on the yield and selectivity to (-)-menthol of various reaction parameters (T, p and flow rate). Operating with the best reaction conditions (at 0.1 mL min-1 flow rate and at 373 K and 413 K for cyclisation and hydrogenation steps respectively) a conversion of ˃99% of (+)-citronellal with 77% final yield to (−)-menthol was obtained.

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Publication details

The article was received on 19 Sep 2019, accepted on 20 Nov 2019 and first published on 25 Nov 2019


Article type: Paper
DOI: 10.1039/C9GC03299A
Green Chem., 2019, Accepted Manuscript

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    Continuous flow synthesis of menthol via tandem cyclisation-hydrogenation of citronellal catalysed by scrap catalytic converters

    A. Zuliani, C. Cova, R. Manno, V. Sebastian, A. A. Romero and R. Luque, Green Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9GC03299A

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