Abstract
Inexpensive protic ionic liquids, synthesized from di- or triamines and excess sulfuric acid, were used as solvents and catalysts for the Beckmann rearrangement. The use of ionic liquids in place of oleum or sulfuric acid allowed the base neutralization step, which is required in the conventional Beckmann rearrangement, to be entirely avoided, thereby dramatically improving the atom economy. Using a biphasic water/organic solvent extraction system, it was possible to recover and reuse the ionic liquid. The proposed method was found applicable for the synthesis of a range of primary and secondary amides.
| Original language | English |
|---|---|
| Pages (from-to) | 13568–13575 |
| Number of pages | 8 |
| Journal | ACS Sustainable Chemistry and Engineering |
| Volume | 10 |
| Issue number | 41 |
| Early online date | 05 Oct 2022 |
| DOIs | |
| Publication status | Published - 17 Oct 2022 |
Bibliographical note
Funding Information:This work was financed by the National Centre for Research and Development, Poland (under the Leader program, Grant Agreement LIDER/24/0100//L-9/17/NCBR/2018). A.B-S. also acknowledges the National Agency for Academic Exchange of Poland (under the Academic International Partnerships program, Grant Agreement PPI/APM/2018/1/00004) for financial support of the internship at QUILL Research Centre, School of Chemistry and Chemical Engineering, Queen’s University Belfast, which enabled the execution of part of the experimental work.
Publisher Copyright:
© 2022 American Chemical Society.
Keywords
- acidic catalyst
- amide
- ionic liquid drying
- protic ionic liquid
- water removal
- ϵ-caprolactam
ASJC Scopus subject areas
- General Chemistry
- Environmental Chemistry
- General Chemical Engineering
- Renewable Energy, Sustainability and the Environment
Access to Document
- Beckmann rearrangement with improved atom economy, catalyzed by inexpensive, reusable, bronsted acidic ionic liquid
Copyright 2022 American Chemical Society. This is an open access article published under a Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
- Beckmann rearrangement with improved atom economy, catalyzed by inexpensive, reusable, bro̷nsted acidic ionic liquid
Copyright 2022 the authors. This is an open access article published under a Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.