Ultrasound-Assisted Methyl Esterification of Carboxylic Acids Catalyzed by Polymer-Supported Triphenylphosphine

Subin Jaita, Wong Phakhodee, Mookda Pattarawarapan*

*Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand, Email: mookdap55gmail.com

S. Jaita, W. Phakhodee, M. Pattarawarapan, Synlett, 2015, 26, 2006-2008.

DOI: 10.1055/s-0034-1381117

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Abstract

A convenient and efficient sonochemical method for methyl esterification of carboxylic acids is catalyzed by polymer-supported triphenylphosphine in the presence of 2,4,6-trichloro-1,3,5-triazine and Na₂CO₃. Methyl esters of various carboxylic acids bearing reactive hydroxyl groups as well as acid- or base-labile functionalities could be rapidly prepared within short times in good to excellent yields in high purities without column chromatography.

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Key Words

esterification, carboxylic acids, esters, phosphorus, chemoselectivity, sonochemistry, methyl esters

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ID: J60-Y2015