Question

Product of cyclohexanone/benzaldehyde with a substituted amine?

Answer 1

You should get an imine: `R-C=NR'_2`

Explanation:

A primary amine, `RNH_2` should react with an aldehyde, `R'C(=O)H` according to the following equation:

`RNH_2 + H(O=)CR' rarr RN=C(H)R' + H_2O` `(i)`

And with a ketone:

`RNH_2 + (O=)CR'R rarr RN=C(H)R'R + H_2O` `(ii)`

Reaction (i) is usually very facile; sometimes you do not even need to use solvent, and you just add amine to aldehyde and remove the water. Formation of an imine from a ketone to give a ketimine is a little bit harder; you may have heat under reflux and remove the water produced; the carbonyl on the ketone is much more sterically hindered than the aldehyde. Both unsaturated nitrogen compounds tend to be a little bit unstable, so they are usually used directly.