Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal

Jin, Jing and Guidi, Sandro and Amara, Zacharias and Selva, Maurizio and George, Michael W. and Poliakoff, Martyn (2017) Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal. Green Chemistry, 19 . pp. 2439-2447. ISSN 1463-9262

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Abstract

Solketal is derived from the reaction of acetone with glycerol, a by-product product of the biodiesel industry. We report here the continuous reaction of solketal with anilines over a solid acid niobium phosphate (NbP), for the continuous generation of quinolines in the the well-established Skraup reaction. This study shows that NbP can catalyse all stages of this multistep reaction at 250 °C and 10 MPa pressure, with a selectivity for quinoline of up to 60%. We found that the catalyst eventually deactivates, most probably via a combination of coking and reduction processes but nevertheless we show the promise of this approach. We demonstrated here the application of our approach to synthesize both mono- and bis-quinolines from the commodity chemical, 4,4’-methylenedianiline.

Item Type: Article
Additional Information: Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal J. Jin, S. Guidi, Z. Abada, Z. Amara, M. Selva, M. W. George and M. Poliakoff, Green Chem., 2017, 19, 2439 DOI: 10.1039/C6GC03140D Reproduced from Green Chemistry with permission from The Royal Society of Chemistry.
Keywords: Niobium phosphate, acid-catalysed, quinoline, Skraup reaction, Indole, Continuous
Schools/Departments: University of Nottingham Ningbo China > Faculty of Science and Engineering > Department of Chemical and Environmental Engineering
University of Nottingham, UK > Faculty of Science > School of Chemistry
Identification Number: 10.1039/C6GC03140D
Depositing User: Poliakoff, Martyn
Date Deposited: 17 Jul 2017 08:37
Last Modified: 17 Jul 2017 08:44
URI: http://eprints.nottingham.ac.uk/id/eprint/44181

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