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Eugenol demethylation - What happends

Started by eXcidium, February 24, 2004, 01:12:00 PM

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eXcidium

Hey

Does anyone have a clue in regartd to what happends (chemically) to the AlI3 and the eugenol in the following procedure?

From Rhodium's :

Abstract: Reflux aluminium powder with iodine in benzene or cyclohexane for 90 min to produce AlI3. Add equimolar amounts of vanillin, 0.25 eqv PTC (tetrabutylammonium iodide, chloride may also work), reflux for 20 min, and isolate the protocatechualdehyde (88%)


And, Can the AlI3 / Cyclohexane be used another time?


Rhodium

AlI3 + Eugenol -> 4-Allylcatechol + MeI + Al3+


eXcidium

Thanks, Master R.

So there is no way of getting the AlI3 back...
I just had a ideia that would be possible somehow

Anyway,, this is good info already, thanks