Question

Draw the following molecule as a skeletal structure, and show how it can be prepared from a ketone and an amine.

Short answer

N, N-diethylcylopent-1en-1-amine

Formation of N, N-diethylcyclopent-1-enamine

Step-by-step solution

Enamines

Enamines are unsaturated compounds formed by a condensation reaction between a carbonyl compound and a secondary amine. The general structure of enamine is as follows:

Structure of enamine

Initially we need to convert the given structure into its skeletal form. Here the grey color balls represent carbons, white color balls represent hydrogens, and the blue colored balls represent nitrogen, which is represented as:

N, N-diethylcylopent-1en-1-amine

The compound has an enamine group, which can be formed by the addition of a secondary amine to a ketone. This can be done by using a powerful dehydrating agent, such as $H_{2}S{O}_4$as shown:

Formation of N, N-diethylcyclopent-1-enamine