The Mechanism of Enamine Formation

The overall equation for enamine formation from cyclohexanone (a ketone) and pyrrolidine (a 2º-amine) is shown here. Writing a mechanism for this reaction provides a good test of ones' understanding of acid-catalyzed processes. The question following the equation refers to the first step in the mechanism, and should be answered in order to proceed. A second question associated with an appropriate diagram will then be displayed.

When you have made a correct selection, an equation showing the reaction for that step will appear, and a new question will be posed. Incorrect selections will open an alert window displaying an explanatory message. The overall transformation will remain displayed in the colored box at each stage.


This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to
whreusch@pilot.msu.edu

The Mechanism of Enamine Formation


The Mechanism of Enamine Formation


The Mechanism of Enamine Formation

The Mechanism of Enamine Formation

The Mechanism of Enamine Formation

The Mechanism of Enamine Formation

The Mechanism of Enamine Formation

The Mechanism of Enamine Formation


Congratulations. You have finished this problem. A summary of the steps in this acid-catalyzed mechanism is shown below.