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

SiO2–SO3H, with a surface area of 115 m2/g and 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 over 40 min at 120 °C in...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2022-07, Vol.27 (15), p.4767
Main Authors: Barbosa, Sandro L., Nelson, David Lee, Freitas, Milton de S., dos Santos, Wallans Torres Pio, Klein, Stanlei I., Clososki, Giuliano C., Caires, Franco J., Wentz, Alexandre P.
Format: Article
Language:English
Subjects:
Acetylsalicylic acid
Aspirin
Cascade chemical reactions
Catalysts
Chromatography
deacetylation (acyl nucleophilic substitution)
Esterification
Green chemistry
Irradiation
methyl salicylate
methylating agent
Oils & fats
Salicylic acid
Silica
Silicon dioxide
solid acid catalyst
sulfonated silica catalyst (SiO2–SO3H)
Transesterification
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Summary:SiO2–SO3H, with a surface area of 115 m2/g and 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 over 40 min at 120 °C in MeOH. The resulting crude product was purified by flash chromatography. The catalyst could be reused three times.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules27154767