87386-66-1Relevant academic research and scientific papers
A NEW CONVENIENT METHOD FOR THE ESTERIFICATION OF CARBOXYLIC ACIDS
Kim, Sunggak,Kim, Youn Chul,Lee, Jae In
, p. 3365 - 3368 (1983)
Reaction of carboxylic acids with equimolar amounts of alkyl chloroformate and triethylamine in the presence of a catalytic amount of 4-dimethylaminopyridine affords the corresponding esters in high yields without the formation of the symmetrical anhydride in most carboxylic acids.
A Simple and Mild Esterification Method for Carboxylic Acids Using Mixed Carboxylic-Carbonic Anhydrides
Kim, Sunggak,Lee, Jae In,Kim, Youn Chul
, p. 560 - 565 (2007/10/02)
A simple and mild esterification method using mixed carboxylic-carbonic anhydrides has been developed.Simple aliphatic carboxylic esters are prepared in high yields by the reaction of acids with equimolar amounts of chloroformates (2,2,2-trichloroethyl chloroformate is an exception) and triethylamine in the presence of a catalytic amount of 4-(dimethylamino)pyridine.Although aromatic acids give a mixture of the ester, the acid anhydride, and the carbonate under normal conditions utilized in this study, it is found that increasing the amount of 4-(dimethylamino)pyridine drastically decreases the formation of the acid anhydride and the carbonate, affording a satisfactory yield of the ester.This method reaches a limit with sterically hindered acids and the formation of the acid anhydride and the carbonate is favored.
