Chapter 17, Problem 17.84P

Interpretation Introduction

Interpretation:

The complete mechanism for the given reaction is to be drawn using the given information.

Concept introduction:

Lithium aluminum hydride (${\text{LiAlH}}_{\text{4}}$) is a source of the hydride ion (${\text{H}}^{\text{-}}$). In lithium aluminum hydride, the hydrogen atom is covalently bonded to an electropositive atom, so hydrogen bears a partial negative charge. When an imine is treated with lithium aluminum hydride, the first step is the addition of ${\text{H}}^{\text{-}}$ to the carbon atom of $\text{C=N}$ bond to form the intermediate which contains negatively charged nitrogen atom from the imine. An intramolecular nucleophilic substitution reaction may take place when there is an electron-rich and electron-poor site present within the same molecule.