Chapter 23.SE, Problem 47MP

Interpretation Introduction

Interpretation:

The mechanism of the reaction shown that involves the reaction of an enamine with an alkyl halide is to be proposed.

Concept introduction:

The mechanism of the reaction between an enamine and an alkyl halide involves the following steps. i) Nucleophilic attack of the enamine on the bromoester to displace the bromide ion ii) Tautomerization of the ketoester to its enol form iii) Attack of the enol on the iminium ion.

To propose:

A mechanism of the reaction given in which an enamine reacts with an alkyl halide.