Chapter 19.SE, Problem 51MP

Interpretation Introduction

Interpretation:

A mechanism for the following reaction of an α,β- unsaturated ester is to be proposed.

Concept introduction:

The steps involved in the conversion are i) Nucleophilic attack of the amine on the carbon on the α,β- unsaturated ester ii) Proton abstraction from the acid iii) A proton exchange from N to O iv) Another nucleophilic attack of N on the carbonyl carbon v)Another proton exchange from N to O vi) Loss of methanol and a proton.

To propose:

A mechanism for the reaction of an α,β- unsaturated ester with methylamine.