
$[P]\xrightarrow{\begin{subarray}{l}
(i)\,NAN{O_2}/HCl,\,0 - {5^o}C \\
(ii)\,\beta - napthol/NaOH
\end{subarray} }Colored\,\,Solid$
$[P]\xrightarrow{{B{r_2}/{H_2}O}}{C_7}{H_6}NB{r_3}$
The compound $[P]$ is
$\begin{array}{*{20}{c}}
{\,\,\,\,\,C{H_3}{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \,\,\,\,\,{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} O{\mkern 1mu} } \\
{\,\,\,|{\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} {\mkern 1mu} \,\,\,\,\,\,\,\,\,\,{\mkern 1mu} {\mkern 1mu} ||} \\
{C{H_3} - CH - C - OH}
\end{array}$ $+ C{H_3} - N{H_2} \to 'A'\xrightarrow[\Delta ]{}'B'\xrightarrow{\begin{subarray}{l}
{\text{LiAl}}{{\text{H}}_4} \\
{\text{(excess)}}
\end{subarray} }'C'$
The final product $‘C’$ will be

(image) $\frac{{conc.\,HN{O_3}}}{{conc.\,{H_2}S{O_4}}}X$
the structure of the major product $'X'$ is
