Efficient synthesis of acetylsalicylic acid over Y-immobilized cation exchange resin conjoined ultrasonic collaborative method under mild conditions

A mild strategy was developed for efficient preparation of acetylsalicylic acid (ASA) from the acetylation of salicylic acid (SA) and acetic anhydride (AA) assisted ultrasonic over Y-immobilized cation exchange resin (Y-CER). With this strategy, an ASA yield of 95.2% was obtained. The results showed...

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Bibliographic Details
Published in:Research on chemical intermediates 2024-10, Vol.50 (10), p.4931-4947
Main Authors: Yan, Jiaqi, Chen, Gui, Li, Jixia, Wang, Sitong, Tan, Yang, Yuan, Ye
Format: Article
Language:English
Subjects:
Acetylation
Acetylsalicylic acid
Acids
Aspirin
Catalysis
Catalytic activity
Cation exchanging
Cationic polymerization
Chemistry
Chemistry and Materials Science
Inorganic Chemistry
Physical Chemistry
Reagents
Resins
Salicylic acid
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Summary:A mild strategy was developed for efficient preparation of acetylsalicylic acid (ASA) from the acetylation of salicylic acid (SA) and acetic anhydride (AA) assisted ultrasonic over Y-immobilized cation exchange resin (Y-CER). With this strategy, an ASA yield of 95.2% was obtained. The results showed that the increased yield was due to Lewis acidic sites (LAS) combined with ultrasonic assistance. The process reduced the AA reagent feed while lowering the reaction temperature. The characterization results showed that metal Y species were dispersedly anchored on the CER surface through S-O-Y triple-dentate bonds, resulting in abundant LAS and stable catalytic activity. Comparative experiments revealed that LAS was more favorable for the formation of ASA than Bronsted acidic sites (BAS). Furthermore, a plausible mechanism for the acetylation of SA and AA by Y-CER has been proposed. This work provided a practical protocol for improving ASA yield and reducing acid wastewater discharge, with potential application prospects.
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-024-05381-8