[xshadow]

Hi,I don't understand the final product here:

https://i.imgur.com/POFpfeT.jpg


In the second step using H2,Pd/C I'll get an aminolysis and so I'll  should get:
R(the arimatic ring and all others substituents)N-H2 + 2Ph-CH3

Then the next step should be the reaction between "R"-NH2 and the  β(to phenil group)-ketone

And I should get  an Imine...not an amine.
Why the product is an amine instead of imine??

Thanks!

[OrganicDan96]

think about what happens to an imine under the reaction conditions

[xshadow]

Is it possible that the imine is protonated (H+ as ""reagent"" in that step) and then is reduced (reductive amination)

But can H2 on Pd/C reduce an imine (imminium ion)?
Usually I see for this type of reaction NaBH3CN
.


Thx

[hollytara]

Yes - the cyanoborohydride wont reduce the ketone, will reduce the imine. 
But hydrogenation conditions can do the same thing.  So you make the imine and reduce it to the amine.

Hence "Reductive Amination"

[xshadow]

So also catalytic hydrogenation con work...
Thanks...!