Sciencemadness Discussion Board

Triprolidine under birch reduction

glassplass - 16-3-2016 at 13:37


What would happen with triprolidine molecule under "birch reduction condition"?
I need answer from experts,at least expirienced chemists...
Thanks.

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chemrox - 17-3-2016 at 18:28

Shooting from the hip: It would reduce the toluene group to a methyl cyclohexadiene. The pyridine group would be left as it is. I think.. depends on the amount of Li. More base further reduction..

MeshPL - 19-3-2016 at 09:23

That double bond conjugated with aromatic ring may also be reduced. Pyridine ring is reducable by sodium in alcohol, so it MAY be reduced in condition of birch reduction, but I wouldn't be certain whether or not and to what extent and if it's reduction would be favoured over reduction of benzene ring.