$\begin{matrix}
   \begin{matrix}
   \,\,\,\,\,C{{H}_{3}}  \\
   |  \\
\end{matrix}\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   C{{H}_{3}}-C-C{{H}_{2}}C{{H}_{2}}OH  \\
   |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   C{{H}_{3}}\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
\end{matrix}$ $\xrightarrow[{{H_2}O,heat}]{{{K_2}C{r_2}{O_7};{H_2}S{O_4}}}A$ $\xrightarrow{{SOC{l_2}}}B\xrightarrow[{(2{\kern 1pt} mole)}]{{{{(C{H_3})}_2}NH}}C$ $\xrightarrow[{2.{\kern 1pt} {H_2}O}]{{\begin{array}{*{20}{c}}
  {1.{\kern 1pt} LiAl{H_4}} \\ 
  {diethyl{\kern 1pt} {\kern 1pt} ether} 
\end{array}}}D$

$\begin{gathered} {C_2}{H_5}MgBr\,\,\xrightarrow{{ClCN}}\,\mathop {{C_2}{H_5}}\limits_{(a)} CN\,\xrightarrow{{{H_3}O{\,^ + }}}\,\,B \hfill \\ C{H_3}COC{H_3}\,\mathop {\xrightarrow[{NaOH}]{}}\limits^{{I_2}} \,X\,\,\mathop + \limits_{} \,\,CH{I_3}\,\mathop {\xrightarrow{{Ag}}}\limits_{} \,\,\,Y\, \hfill \\ \,{C_6}{H_5}N{H_2}\,\,\mathop {\xrightarrow[{HCL}]{}}\limits^{NaN{O_2}} \,\,P\,\,\,\xrightarrow{{CuCN}}\,\,Q\,\,\,\xrightarrow{{ + 4H}}\,\,R \hfill \\ \end{gathered} $