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Report | Regular issue | Vol 23, No. 4, 1985, pp.875-880
Published online, 1st January, 1970
DOI: 10.3987/R-1985-04-0875
Convenient Synthesis of Esters of 2-Pyrrolecarboxylic Acid and of Pyridinecarboxylic Acids by Solid-liquid Phase Transfer Catalysis without Added Solvent

Jean Barry,* Georges Bram, and Alain Petit

*Laboratoire des Réactions Sélectives sur Supports, UA CNRS 478 Bât. 410, Université Paris-Sud, Orsay 91405, Orsay Cedex, France

Abstract

By reaction of aromatic K-carboxylates having nucleophilic N-atom in solid-liquid phasetransfer catalysis (PTC) conditions without added solvent (catalyst : tetraalkylammonium halide) with alkylating reagents, the corresponding esters are prepared. By a judicious choice of experimental conditions, the amounts of N-alkylated products can be lowered. From 2-pyrrolecarboxylic acid, the three isomers of pyridinecarboxylic acid and o-aminobenzoic acid, corresponding esters of ethyl, benzyl, n-octyl and n-cetyl, generally are obtained with good yields.