Find the main product of the following reacti | vedclass

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(A) The starting material is methyl $4-$cyanobenzoate. It contains two functional groups: a nitrile $(-CN)$ group and an ester $(-COOCH_3)$ group. Bot

Vedclass · Accepted Answer

$4-$($1$-hydroxy$-1-$methylethyl)benzonitrile

Vedclass · Answer

(A) The starting material is methyl $4-$cyanobenzoate. It contains two functional groups: a nitrile $(-CN)$ group and an ester $(-COOCH_3)$ group. Both groups react with Grignard reagents $(CH_3MgBr)$.$1$. The ester group reacts with two equivalents of $CH_3MgBr$ to form a tertiary alcohol after acidic workup $(H_3O^+)$. The ester $-COOCH_3$ is converted to $-C(OH)(CH_3)_2$.$2$. The nitrile group reacts with one equivalent of $CH_3MgBr$ to form an imine intermediate,which upon hydrolysis $(H_3O^+)$ yields a ketone. The $-CN$ group is converted to $-COCH_3$.Therefore,the final product is $4-$($1$-hydroxy$-1-$methylethyl)acetophenone,which corresponds to the structure shown in option $A$.

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