A simple procedure for the esterification of alcohols with sodium carboxylate salts using 1-tosylimidazole (TsIm) |
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| Authors: | Mohammad Navid Soltani Rad Somayeh Behrouz Ali Khalafi-Nezhad |
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| Institution: | a Department of Chemistry, Faculty of Basic Sciences, Shiraz University of Technology, Shiraz 71555-313, Iran
b Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran |
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| Abstract: | An efficient and selective method for esterification of alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, alcohols are refluxed with a mixture of RCO2Na (R: alkyl and aryl), TsIm, and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in DMF to afford the corresponding esters in good yields. This methodology is highly efficient for various structurally diverse alcohols with selectivity for ROH: 1° > 2° > 3°. |
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| Keywords: | Esterification Alcohol Carboxylic salts Triethylamine (TEA) N-(p-Toluenesulfonyl)imidazole (TsIm) Tetrabutylammonium iodide (TBAI) |
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