|Chapter 21: Ester Enolates|
First, an acid-base reaction. The ethoxide functions as a base and removes an acidic a-hydrogen from between the two carbonyl groups giving the reactive enolate.
The nucleophilic enolate attacks the alkyl halide at the electrophilic carbon carrying the halogen via an SN2 type process giving the alkylation product and a bromide ion.
|© Dr. Ian Hunt, Department of Chemistry, University of Calgary|