Complete the following sequences of reactions.

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Solution

Step 1 - $P_{2} O_{5}$ with heat will remove the $H_{2} O$ from the initial compound
Step 2- Hydrolysis of $C N$ will give $C O O H$
Step 3- $B r_{2} / R e d P$ will give addition product (C)
Step 4- In the presence of $A g O H$ , D will form
step 5- Two compounds of D will join after dehydration and form Diester compound.

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{C H}_{3} {C H}_{2} {C H}_{2} O H {P B r}_{5} - -- \to (A) K O H (A l c .) - -------- \to (B) H B r - -- \to (C) {N H}_{3} - -- \to (D)

C_{2} H_{5} O H {P C l}_{5} - -- \to (A) K C N - --- \to (B) H_{3} O^{+} - --- \to (C) {N H}_{3} - -- \to (D) h e a t - -- \to (E)

^{'} A^{'},^{'} B^{'}

^{'} C^{'}

^{'} A^{'} N a O H / C a O - ------ \to Δ^{'} B^{'} B r_{2} / A l B r_{3} - ----- \to Δ^{'} C^{'} N a / d r y e t h e r - ------- \to Δ n - B u t a n e

A R a n e y N i - ----- \to Δ B {B r}_{2} / {A l B r}_{3} - ----- \to Δ C N a / d r y e t h e r - ------- \to Δ n - B u t a n e

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