Chapter 8, Problem 96CP

Interpretation Introduction

Interpretation:

A possible mechanism for conversion of compound 1 to short-lived intermediate 2 has to be proposed.

Concept Introduction:

Elimination reaction: In this reaction, two substituents are removed from the substrate to give the product in presence of base.  Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.  A general elimination E2 mechanism is given as,