Inayat, Alexandra, van Assche, Alexandre, Clark, James Hanley orcid.org/0000-0002-5860-2480 et al. (1 more author) (2018) Greening the esterification between isosorbide and acetic acid. Sustainable Chemistry and Pharmacy. pp. 41-49. ISSN 2352-5541
Abstract
This contribution deals with the investigation of greener conditions for the preparation of 2,5-diacetyl-isosorbide from the bio-based substances isosorbide and acetic acid. The influence of solvent, catalyst and reactant ratio on the course of the isosorbide conversion and selectivity to 2,5-diacetyl-isosorbide as well as to the intermediate 2-acetyl-isosorbide is examined. It was found that the conventionally used solvent toluene can be substituted by the greener solvent n-propyl acetate. Additionally, the homogeneous acid catalyst p-toluene sulfonic acid can be replaced by the heterogeneous catalyst Amberlyst-15, resulting in an easier isolation of the desired 2,5-diacetyl-isosorbide, this being an important precursor for the vasodilatory drug isosorbide-5-nitrate.
Metadata
Item Type: | Article |
---|---|
Authors/Creators: |
|
Copyright, Publisher and Additional Information: | © 2017 Published by Elsevier B.V. |
Keywords: | isosorbide,2,5-diacetyl-isosorbide,2-acetyl-isosorbide,green synthesis,esterification |
Dates: |
|
Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Funding Information: | Funder Grant number EPSRC EP/L017393/1 |
Depositing User: | Pure (York) |
Date Deposited: | 09 Nov 2017 14:13 |
Last Modified: | 09 Feb 2025 00:08 |
Published Version: | https://doi.org/10.1016/j.scp.2017.10.004 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1016/j.scp.2017.10.004 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:123765 |
Download
Filename: Manuscript_EsterificationIsosorbide_SusChemPharm_revised.docx
Description: Manuscript-EsterificationIsosorbide-SusChemPharm_revised
Licence: CC-BY-NC-ND 2.5