Reduction of an imine

[deleted647690]

If you used LiAlH4 to reduce the imine product of a reaction between a ketone and primary amine, wouldn't you end up with a primary amine? This is what I put, but BR says it would make a secondary amine. It says the Nitrogen would gain a new sigma bond to hydrogen and lose the pi bond the the carbon. I don't see how this would produce a secondary amine, because wouldn't it just produce a NHCH(CH3)2 (primary amine)?

---

Members don't see this ad.

 

[aldol16]

R-NH2 + R'R''C=O --->R-N=CR'R'' ---> R-(NH)-(CH)-R'R"

 

[deleted647690]

R-NH2 + R'R''C=O --->R-N=CR'R'' ---> R-(NH)-(CH)-R'R"

Oh, thanks. I was trying to imagine it as similar to reducing a ketone to a secondary alcohol, and how to form a ketone, you would have to start with a secondary alcohol, and for some reason thought because of that, you couldn't start with a primary amine and get to a secondary amine.