Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal

Jing Jin, Sandro Guidi, Zahra Abada, Zacharias Amara, Maurizio Selva, Michael W. George, Martyn Poliakoff

Research output: Journal PublicationArticlepeer-review

27 Citations (Scopus)

Abstract

Solketal is derived from the reaction of acetone with glycerol, a by-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 well-established Skraup reaction. This study shows that NbP can catalyse all the 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 demonstrate here the application of our approach to synthesize both mono- and bis-quinolines from the commodity chemical, 4,4′-methylenedianiline.

Original languageEnglish
Pages (from-to)2439-2447
Number of pages9
JournalGreen Chemistry
Volume19
Issue number10
DOIs
Publication statusPublished - 2017

ASJC Scopus subject areas

  • Environmental Chemistry
  • Pollution

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