Dynamic kinetic resolution: alternative approach in optimizing S-ibuprofen production |
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Authors: | H Fazlena AH Kamaruddin MMD Zulkali |
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Institution: | (1) School of Chemical Engineering, Universiti Sains Malaysia, 14300 Nibong Tebal, Seberang Prai Selatan, Penang, Malaysia |
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Abstract: | A lipase catalysed enantioselective hydrolysis process under in situ racemization of the remaining (R)-ibuprofen ester substrate with sodium hydroxide as the catalyst was developed for the production of S-ibuprofen from (R,S)-ibuprofen ester in isooctane. Detailed investigations on parameters study indicated that 0.5 M NaOH, addition of 20% (v/v) co-solvent (dimethyl sulphoxide), operating temperature of 45 °C, and 40 mmol/L substrate gave 86% conversion and 99.4% optical purity of S-ibuprofen in dynamic kinetic resolution. Meanwhile, in common enzymatic kinetic resolution process, only 42% conversion of the racemate and 93% enantiomeric excess of the product was obtained which are of lower values as compared to dynamic kinetic resolution. The S-ibuprofen produced during each process was evaluated and approximately 50% increment in concentration of S-acid product was produced when dynamic kinetic resolution was applied into the process. |
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Keywords: | Dynamic kinetic resolution Lipase Sodium hydroxide Hydrolysis Ibuprofen ester |
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