Question

using the general reaction scheme provided, what would he the reaction mechanism for O-Vanillin?

NH2 H₂N -NH HN- R ! OH Amberlyst 15 Ethanol, NaBH OH HOC Unknown Carbonyl Compound (2 equivalents)

Answer 1

It is an example of reductive amination.

H ,NHے - (from amberlyst 15) هوس 0-Vanillin H- HN- Intramolecular proton transfer 0H -H20 –NH H. H2N-

The same series of steps are repeated with second molecule of O-Vanillin.

H+ OH HAN (from amberlyst 15) 0-Vanillin HO Intramolecular proton transfer -H20 NH H

In the next step, sodium borohydride in ethanol reduces imine to amine.

Host OH -OH pomognemo gone con -BH; -Eto I Z- ISZ z I- Repeat above steps LOH он -OH OH