Paragraph: In the following reaction sequence, product $I . J$ and $L$ are formed. K represent a reagent…

Paragraph: In the following reaction sequence, product $I . J$ and $L$ are formed. K represent a reagent
Question: $ \text { The structure of product } L \text { is } $




Solution

$\mathrm{H}_2, \mathrm{Pd} / \mathrm{BaSO}_4$, quinoline is well known reagent. Rosenmund's reaction (conversion of acyl halide to aldehyde) $\mathrm{H}_2, \mathrm{Pd}, \mathrm{BaSO}_4$ is known as Lindlar's reagent and reduces triple bond to double bond (syn addition) giving cis product. Reagent has simultaneous action because usually reaction is not selective-follows radical mechanism.

Asked in: JEE Advanced 2008 (Paper 1)

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