Find out the major product for the above reaction.
(A)(see structure)
(B)(see structure)
(C)(see structure)✓ Correct
(D)(see structure)
Answer: (C)
Solution
The reaction involves cyclohexanone reacting with ethyl chloroacetate in the presence of base (NaOEt), followed by acid hydrolysis and decarboxylation. This is a Reformatsky-type reaction followed by intramolecular aldol condensation. The product is an α,β-unsaturated lactone. The major product is the conjugated enol lactone shown in option (C), where the double bond is conjugated with the carbonyl group of the lactone.
JEE Main · 2022 · 28 Jul 2022 · Shift 2 · Single correct option
