Secondary Amines forming IMINES (not enamines)???

[justadream]

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I thought that imine formation required a primary amine. Here, however, an imine (or something that looks quite similar) forms from a secondary amine. I thought that when you had a secondary amine, you formed the ENAMINE – not the imine.

 

[C5b6789]

I know this doesn't explain the figure you posted, but the notes I have agree with you:

Primary amine + aldehyde or ketone = imine

Secondary amine + aldehyde or ketone = enamine

 

[dnrs]

Your image is correct actually as you can see that the imine forms from a primary amine.

Secondary amine forms an iminium ion, an intermediate, which later tautonomerizes to enamine.

The image shows the formation of primary and secondary amines AFTER reduction.

 

[justadream]

@dnrs

So that intermediate is isolatable?