Abstract
The lactonization of two hydroxy amides ― 4-methoxyaniline 3-(2'-hydroxyphenyl)-3,3-dimethylpropionic acid amide (2b) and 4-methoxyaniline 3-(2'-hydroxy-4',6'-dimethylphenyl)-3,3-dimethylpropionic acid amide (3b) ― was studied over a pH range of 1-8. Due to the slowness of its reaction, a third hydroxy amide ― 4-methoxyaniline 3-(2'-hydroxyphenyl) propionic acid amide (1b) ― was investigated only at pH values of 7.5 and 10. The lactonization of 2b and 3b, which was found to be subject to general catalysis by buffer components, was observed to be catalyzed concurrently but not concertedly by both the acidic and basic forms of the buffer
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