Question

In the following reaction sequence, what are X and Y respectively?

• A. \( \text{H}_2|\text{Pd}, ( \text{CH}_3\text{CO}_2\text{O})_2 \)
• B. \( \text{H}_2|\text{Pd}, \text{C}_6\text{H}_5\text{SO}_2\text{Cl}, \text{Pyridine} \)
• C. \( (i) \, \text{DIBAL-H}, (ii) \, \text{H}_2\text{O}, (\text{CH}_3\text{CO}_2)\text{O} \)
• D. \( (i) \, \text{DIBAL-H}, (ii) \, \text{H}_2\text{O}, \text{C}_6\text{H}_5\text{SO}_2\text{Cl} \)

Hint:

DIBAL-H is a selective reducing agent that is commonly used for the reduction of esters to aldehydes without affecting other functional groups.

Answer 1

The Correct Option is C

The starting material is an ester group (-COOEt) attached to a phenyl group. DIBAL-H is a selective reducing agent, and in this case, it reduces the ester to an aldehyde. The final step involves the nucleophilic addition of a methoxy group, which forms the final product.