Direct Esterification of Carboxylic Acids with Alcohols Catalyzed by Iron(III) Acetylacetonate Complex |
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Authors: | Shiue-Shien Weng Fong-Kuang Chen Chih-Shueh Ke |
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Institution: | 1. Department of Chemistry , ROC Military Academy , Kaohsiung , Taiwan , Republic of China Wengss@mail.cma.edu.tw;3. Department of Chemistry , ROC Military Academy , Kaohsiung , Taiwan , Republic of China |
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Abstract: | Direct condensation of carboxylic acids and alcohols with electronic, steric, and functional group variations was carried out using the environmentally benign, moisture-stable, inexpensive, and recoverable iron(III) acetylacetonate Fe(acac)3] as catalyst (5 mol%). This iron salt efficiently catalyzed the esterification of several primary and secondary alcohols in refluxing xylene, without the need for a dehydration reagent. The chemoselectivity of the proposed protocol was demonstrated by the selective esterification of primary alcohol functionality in racemic 1-phenylethane-1,2-diol with benzoic acid. The esterification was also applicable to unmasked α -hydroxyacid, guasiaromatic, heterocyclic, and N-protected amino acids. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file. |
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Keywords: | Esterification β-diketonate species" target="_blank">iron(III) β-diketonate species recoverable catalyst |
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