Question

 Predict the main product of the following reaction:$$\begin{array}{c}\mathrm{O}\phantom{----}\mathrm{O}\phantom{-}\\ ||\phantom{----}||\phantom{-}\\ \mathrm{CH}{\phantom{A}}_3-\mathrm{C}-\mathrm{CH}{\phantom{A}}_2-\mathrm{C}-\mathrm{OCH}{\phantom{A}}_3\end{array}\underset{(\mathrm{ii})\mathrm{H}{\phantom{A}}^{+}}{\overset{(\mathrm{i})\mathrm{NaBH}{\phantom{A}}_4}{\to }}$$

Answer 1

$$\begin{array}{c}\mathrm{O}\phantom{----}\mathrm{O}\phantom{-}\\ ||\phantom{----}||\phantom{-}\\ \mathrm{CH}{\phantom{A}}_3-\mathrm{C}-\mathrm{CH}{\phantom{A}}_2-\mathrm{C}-\mathrm{OCH}{\phantom{A}}_3\end{array}\underset{(\mathrm{ii})\mathrm{H}{\phantom{A}}^{+}}{\overset{(\mathrm{i})\mathrm{NaBH}{\phantom{A}}_4}{\to }}\begin{array}{c}\phantom{------}\mathrm{O}\\ \phantom{------}||\\ \mathrm{CH}{\phantom{A}}_3-\mathrm{CHOH}-\mathrm{CH}{\phantom{A}}_2-\mathrm{C}-\mathrm{OCH}{\phantom{A}}_3\end{array}$$