Mannich reaction (Addition of imine salt to ketone)

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively.

Following tautomerism of cyclohexanone to its enol form, the imine salt can then add to the enol of the ketone in acid solution. The product of the reaction is an amine sometimes called a Mannich base.

On to enone formation.

Back to Mannich summary

T. F. Cummings and J. R. Shelton, J. Org. Chem, 1960, 25, 419–423.

H. G. O. Alvim, E. N. da Silva Júnior and B. A. D. Neto, RSC Adv., 2014, 4, 54282–54299.