Write the structure of the principal organic product(s) formed in the reaction of 1-propanol with $C_{6} H_{5} O ∥ C O O ∥ C C_{6} H_{5}$ in the presence of pyridine.

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Solution

Pyridine is a Lewis Base which takes a $H^{+}$
Next step is the nucleophilic addition to the reactive acid anhydride to form a corresponding ester and carboxylic acid as a product.

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P h - C H (O H) {C H}_{3} S p e c i f i c r o t a i o n = + 50^{o} S O {C l}_{2} - --- \to P h C l | C l - {C H}_{3}

\begin{matrix} (i) & C_{6} H_{5} - & C O O^{-} {N H_{4}}^{+} & △ - - \to & A & B r_{2} / K O H - ----- \to & B & C H_{3} C O C l / p y r i d i n e - ----------- \to & C (i i) & C_{6} H_{5} {N_{2}}^{+} {B F_{4}}^{-} & N a N O_{2} / C u - --------- \to △ & A & S n / H C l - ---- \to & B & C H C l_{3} + a l c . K O H - ---------- \to & C \end{matrix}

\begin{matrix} (i) & C_{6} H_{5} - & C O O^{-} {N H_{4}}^{+} & △ - - \to & A & B r_{2} / K O H - ----- \to & B & C H_{3} C O C l / p y r i d i n e - ----------- \to & C (i i) & C_{6} H_{5} {N_{2}}^{+} {B F_{4}}^{-} & N a N O_{2} / C u - --------- \to △ & A & S n / H C l - ---- \to & B & C H C l_{3} + a l c . K O H - ---------- \to & C \end{matrix}

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