[doof]

what is the easiest way to add an amine group to a c-c double bond? can it be done by treating with ammonium hydroxide (NH3[aq])?

[stewie griffin]

NH₄OH will not work. Look into hydroborating the olefin with BH₃-DMS followed by oxidative work-up with H₂N-OSO₃H. This is known to add an amino group to a double bond, but I just don't have the reference on me...

[cpncoop]

While ammoniumhydroxide won't work, ammonia in THF may (or neat ammonia).  All depends upon how active the double bond is.  I'd go with ammonia first, just because it's simpler, then hydroborate if you have to.... You could also form the alchohol, mesylate and displace w/ ammonia.  Or form the ketone and reductively aminate.