An efficient FeCl3‐promoted O‐alkyl cleavage of esters to carboxylic acids |
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Authors: | Xiaoyan Lian Shaomin Fu Tongmei Ma Shunbin Li Wei Zeng |
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Institution: | School of Chemistry and Chemical Engineering, South China University of Technology, 381 Wushan Road, Guangzhou 510640, People's Republic of China |
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Abstract: | A reliable and practical procedure for FeCl3‐promoted ester cleavage has been developed. Lewis acids including TiCl4, ZnO and FeCl3 etc. were investigated as promoters for O‐alkyl cleavage of carboxylic acid ester. Under optimal reaction conditions, FeCl3 (1.5 equiv.) was found to possess the highest activity and efficiently enhanced dealkylation of aryl esters, alkyl esters and aromatic heterocyclic esters to give their corresponding carboxylic acids in 54–98% yield, the method provides a complementary access to dealkylation of ester under neutral condition. Copyright © 2011 John Wiley & Sons, Ltd. |
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Keywords: | ferric chloride O‐alkyl cleavage carboxylic acid ester |
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