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Author: Subject: Triprolidine under birch reduction
glassplass
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[*] posted on 16-3-2016 at 13:37
Triprolidine under birch reduction



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

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Nicodem
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16-3-2016 at 14:29
chemrox
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[*] posted on 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..



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MeshPL
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[*] posted on 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.
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