Question

Draw the organic products formed in the following reaction.

Answer 1

Concepts and reason

Amide hydrolysis is a process where an amide is hydrolyzed and forms a carboxylate ion in the presence of a base. In the presence of an acid, amide hydrolysis ends up with carboxylic acid and an ammonia derivative. Amide hydrolysis follows the mechanism of ester hydrolysis under basic conditions.

Fundamentals

• Amide hydrolysis under basic media produces the carboxylate ion and ammonia derivative. First, the base attacks the positively charged carbon atom in the carbonyl group of amide and forms oxy anion. Then, the oxy anion stabilizes to form carboxylic acid by giving the amine derivative. Under basic conditions, the carboxylic acid formed loses the proton to form a carboxylate ion.

• General amide hydrolysis under basic conditions

Given amide is shown below.

Base attack on the carbonyl group of amide

Oxyanion

Stabilization of oxy anion

Stabilization of oxy anion to carboxylic acid is a slow step process, whereas carboxylic acid to carboxylate conversion in the presence of a base is very rapid.

Ans:

The complete reaction