JEE PYQ: Haloalkanes And Haloarenes Question 13
Question 13 - 2019 (08 Apr Shift 2)
The major product of the following reaction is:
A cyclohexanone derivative with $\text{CH}_2\text{Cl}$ side chain $\xrightarrow{(1)\ t\text{-BuOK}}$ $\xrightarrow{(2)\ \text{Conc.}\ \text{H}_2\text{SO}_4/\Delta}$
(1) A tricyclic fused ring product
(2) A different fused ring product
(3) A naphthalenone-type fused product
(4) A methylated fused ring product
Show Answer
Answer: (3)
Solution
$t$-BuOK promotes intramolecular elimination forming a new ring, then conc. $\text{H}_2\text{SO}_4/\Delta$ causes dehydration/cyclization to give a naphthalenone-type fused product.
BETA
