In the analysis of the product mixture of a new catalytic hydrogenation reaction I'm trying out I am getting this side product molecule (in low quantities; less than 1% w/w).
Is this a likely / explainable side product? What would be a potential mechanism?
I'm skeptical because the C8 increases to a C9. I assumed C-C bond making wasn't a very common occurrence in this sort of reaction? Or is it?
The reaction conditions are fairly mild: 10 barg & 80 C. Somehow I associated this sort of hydrogenation with functional group identity changes & not Carbon-backbone changes.
Or am I wrong?
More info. Solvent is Methanol. pH is alkaline by small qty. of NaHCO3 initially added. Catalyst is Pd on C.
Edit: Supposing the MeOH solvent reacts with the starting material, would this be the reaction to expect?
Any mechanism to go from this alcohol-ether to the impurity I'm seeing?