Chapter 21, Problem 21.25P

Interpretation Introduction

Interpretation: The enamines formed when $\text{2-methylcyclohexanone}$ is treated with ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}\text{NH}$ are to be predicted.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.