JEE Main · 2023 · 10 Apr 2023 · Shift 2 · Chapter_pending

In the reaction give below:

The product 'X' is:

(A)(see structure)
✓ Correct
(B)(see structure)
(C)(see structure)
(D)(see structure)

Answer: (A)

Solution

The substrate carries a primary amide, a ketone and an isolated exocyclic

C = C

. Lithium aluminium hydride reduces the amide fully to a primary amine (

- CON H_{2}

becomes

- C H_{2} N H_{2}

) and the ketone to a secondary alcohol, but it leaves the isolated carbon-carbon double bond untouched. After the acidic work-up the product keeps its exocyclic methylene group, carries a

- C H_{2} N H_{2}

group where the amide was and an

- OH

where the ketone was. The product X is

H_{2} NC H_{2} - CH (C H_{3}) - C (= C H_{2}) - CH (OH) - C H_{2} C H_{3}

JEE Main · 2023 · 10 Apr 2023 · Shift 2 · Single correct option

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