Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Tandem Transesterification-Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Micro-wave Irradiation

Sandro Luiz Barbosa Dos Santos
* ORCID logo ,
David Lee Nelson
ORCID logo ,
Milton Souza Freita
,
Wallans Torres Pio Dos Santos
,
Stanlei Ivair Klein
,
Giuliano Cesar Clososki
,
Franco Jazon Caires
,
Alexandre Pereira Wentz
Version 1 : Received: 29 May 2022 / Approved: 6 June 2022 / Online: 6 June 2022 (03:45:09 CEST)

A peer-reviewed article of this Preprint also exists.

Barbosa, S.L.; Nelson, D.L.; Freitas, M.S.; dos Santos, W.T.P.; Klein, S.I.; Clososki, G.C.; Caires, F.J.; Wentz, A.P. Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation. Molecules 2022, 27, 4767. Barbosa, S.L.; Nelson, D.L.; Freitas, M.S.; dos Santos, W.T.P.; Klein, S.I.; Clososki, G.C.; Caires, F.J.; Wentz, A.P. Tandem Transesterification–Esterification Reactions Using a Hydrophilic Sulfonated Silica Catalyst for the Synthesis of Wintergreen Oil from Acetylsalicylic Acid Promoted by Microwave Irradiation. Molecules 2022, 27, 4767.

Abstract

SiO2-SO3H, with a surface area of 115 m2/g, pore volume of 0.38 cm3g-1 and 1.32 mmol H+/g, was used as a 20% w/w catalyst for the preparation of methyl salicylate (Wintergreen oil or MS) from acetylsalicylic acid (ASA). A 94% conversion was achieved in a microwave reactor during 40.0 minutes at 120 oC in MeOH. The resulting crude product was purified by flash chromatography. The catalyst could be re-used three times.

Keywords

Sulfonated silica catalyst (SiO2-SO3H); methyl salicylate; green chemistry; methylating agent; deacetylation (acyl nucleophilic substitution); solid acid catalyst

Subject

Chemistry and Materials Science, Organic Chemistry

Copyright: This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Download PDF Download Supplementary

Comments (0)

We encourage comments and feedback from a broad range of readers. See criteria for comments and our Diversity statement.

Leave a public comment
Send a private comment to the author(s)
* All users must log in before leaving a comment
Views 0
Downloads 0
Comments 0
Metrics 0
Get PDF Supplementary Files Cite Share 0
Bookmark BibSonomy Mendeley Reddit Delicious
×
Alerts
Notify me about updates to this article or when a peer-reviewed version is published.
We use cookies on our website to ensure you get the best experience.
Read more about our cookies here.