Three of the four reactions shown below proceed as shown to give good yields. Identify the one reaction that will not proceed as indicated.

Step-by-step solution

The relative reactivity of carboxylic acid derivatives towards nucleophilic acyl substitution follows the order: Acyl chlorides > Acid anhydrides > Esters > Amides > Carboxylate ions. A more reactive derivative can be converted into a less reactive derivative, but the reverse reaction is generally not possible without special reagents. Option (A): Ethyl acetate (an ester) reacts with ethylamine to form N-ethylacetamide (an amide). Since esters are more reactive than amides, this aminolysis reaction proceeds in good