Dear Ab,
Try with sodium cyano borohydride[NaCNBH4] for reductive amination.
It works well. Chapter Organic Reactions
Regards
Senthil Periyasamy
Foe reductive amination of the Nitrogroup to amino group can be carried out by using H2/Pt catalyst in acetic acid. OR cyanogroup can be catalytically reduced using Raney Ni /H2. Cyanogroup(CN) can be reduced to CH2NH2 by LiAlH4 in THF or Dry ether.
i think both the sm mix in alcohol with a bit of acid catalyst like PTSA or acetic acid .it may need heating or may not.then easily reduce the schiffs base with sbh.if alcohol is not worked for schiffs base formation then go with toluene and collect water by deanstark.later reduction with sbh
Senthil Periyasamy sir...i am waiting for the reagent sodium cyanoborohydride to come. i did trial reactions to form imine but TLC could not show any progress in reaction. thank you very much for your time
Hi Ab,
Go with Dr. Sankar's proposal for the Schiff base formation, see attached.
I know this is an old question, I hope you found a procedure that worked. Personally I'd initially try mixing in dry methanol at room temperature for 16-24 hours, before the addition of 2 equivalents sodium borohydride. You could add activated molecular sieves to help keep it dry, and flush your reaction vessel with inert gas. It's a fairly robust reaction, other catalysts like the NaCNBH4 you mentioned also work. I like to keep things simple, at least initially. Best of luck!
do we need to remove molecular sieves before adding reducing reagent?
Stephan M. Levonis
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