Chemistry - Carboxylic acid and their Derivatives Question with Solution | TestHub
The major products X & Y in the following reaction sequence are
Options:
Answer:
Solution:
Step 1: Formation of intermediate X
The reaction of benzoic acid with methyl 2-chloro-2-oxoacetate in the presence of Et₃N (a base) produces a mixed anhydride intermediate X. The base deprotonates the carboxylic acid to form the benzoate nucleophile, which attacks the acyl chloride. The structure of X is Ph-COO-CO-CO-OMe.
Step 2: Formation of product Y
Intermediate X reacts with cyclohexylamine. The amine nucleophile attacks the more electrophilic carbonyl carbon, which is the benzoyl carbonyl carbon because the -O-CO-CO-OMe group is a better leaving group than the benzoate group. This results in the formation of the amide Y, which is Ph-CO-NH-(cyclohexyl).
Answer:
The major products X and Y correspond to option (A). X is Ph-COO-CO-CO-OMe and Y is Ph-CO-NH-(cyclohexyl).