Summary of Carboxylic Reactions

Chapter 20: Carboxylic Acid Derivatives. Nucleophilic Acyl Substitution

 

Reactions for Interconverting Carboxylic Acids Derivatives

Here is a table that summarizes the methods for interconverting carboxylic acid derivatives.  The more important reactions in emphasized in bold, and the reactions of the parent carboxylic acids (chapter 19) in blue.
 
 
To make ->
 

     From

-
RCO2-
R'OH
H2O
R2NH
H2O, HO-
-
-
R'OH
H2O
R2NH
H2O, HO-
-
-
R'OH, heat
H+ or B-
H2O, H3O+
heat
R2NH
H2O, HO-
heat
SOCl2
or PCl3
Heat, -H2O
R'OH, heat
H+
-
R2NH
heat
HO-
-
-
-
H2O, H3O+
heat
-
H2O, HO-
heat
-
RCOCl
R'-Br or -I
H3O+
-
-