Abstract

Triethylammonium sulfate, triethylammonium dihydrogen phosphate and triethylammonium tetrafluoroborate were applied as ionic liquid catalyst and medium for the esterification of carboxylic acids with primary alcohols. Esterification of aliphatic carboxylic acids in the presence of triethylammonium sulfate gave the corresponding esters in excellent yield. The ionic liquid and ester formed separate phases in the reaction facilitating separation of the product.

Highlights

  • Triethylammonium sulfate, triethylammonium dihydrogen phosphate and triethylammonium tetrafluoroborate were applied as ionic liquid catalyst and medium for the esterification of carboxylic acids with primary alcohols

  • The equilibrium is pushed to the product side by taking excess of a reactant and/or by continuously removing the water formed in the reaction

  • In the present paper we report, for the first time, application of simple triethylammonium salts [1,2,3] as Brønsted acidic catalyst and medium for esterification of carboxylic acids with primary alcohols

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Summary

Introduction

Triethylammonium sulfate, triethylammonium dihydrogen phosphate and triethylammonium tetrafluoroborate were applied as ionic liquid catalyst and medium for the esterification of carboxylic acids with primary alcohols. The conditions for the esterification reaction were optimized with acetic acid and 1-octanol as substrates in the presence of the ionic liquid 1. Use of 20 mmol of both, acetic acid and 1-octanol, and 1 g of the salt 1 gave the corresponding ester in Use of 20% excess of alcohol resulted in 81% yield of the ester (Entry 2).

Results
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