Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal
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 r...
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| Format: | Article |
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Royal Society of Chemistry
2017
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| Online Access: | https://eprints.nottingham.ac.uk/44181/ |
| _version_ | 1848796856775081984 |
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| author | Jin, Jing Guidi, Sandro Amara, Zacharias Selva, Maurizio George, Michael W. Poliakoff, Martyn |
| author_facet | Jin, Jing Guidi, Sandro Amara, Zacharias Selva, Maurizio George, Michael W. Poliakoff, Martyn |
| author_sort | Jin, Jing |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | 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. |
| first_indexed | 2025-11-14T19:54:38Z |
| format | Article |
| id | nottingham-44181 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T19:54:38Z |
| publishDate | 2017 |
| publisher | Royal Society of Chemistry |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-441812020-05-04T18:43:17Z https://eprints.nottingham.ac.uk/44181/ Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal Jin, Jing Guidi, Sandro Amara, Zacharias Selva, Maurizio George, Michael W. Poliakoff, Martyn 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. Royal Society of Chemistry 2017-04-28 Article PeerReviewed Jin, Jing, Guidi, Sandro, Amara, Zacharias, Selva, Maurizio, 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 Niobium phosphate acid-catalysed quinoline Skraup reaction Indole Continuous http://pubs.rsc.org/en/Content/ArticleLanding/2017/GC/C6GC03140D#!divAbstract doi:10.1039/C6GC03140D doi:10.1039/C6GC03140D |
| spellingShingle | Niobium phosphate acid-catalysed quinoline Skraup reaction Indole Continuous Jin, Jing Guidi, Sandro Amara, Zacharias Selva, Maurizio George, Michael W. Poliakoff, Martyn Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal |
| title | Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal |
| title_full | Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal |
| title_fullStr | Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal |
| title_full_unstemmed | Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal |
| title_short | Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal |
| title_sort | continuous niobium phosphate catalysed skraup reaction for quinoline synthesis from solketal |
| topic | Niobium phosphate acid-catalysed quinoline Skraup reaction Indole Continuous |
| url | https://eprints.nottingham.ac.uk/44181/ https://eprints.nottingham.ac.uk/44181/ https://eprints.nottingham.ac.uk/44181/ |