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

A peer-reviewed version of this preprint was published in:
Molecules 2022, 27(15), 4767. https://doi.org/10.3390/molecules27154767

Submitted:

29 May 2022

Posted:

06 June 2022

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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
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