So I recently tried reducing harmaline (1.5g dissolved in 100ml of 11% ascetic acid) to THH with Zinc. I couldn't find pure enough zinc powder so I decided to use zinc pallets instead. The reaction was, as expected, very slow, but I was in no hurry so I waited a whole week, but the reaction still wasn't complete... and in the mean time I had found a good zinc powder source, so I bought it and added some of that as well. I waited another few hours, checked with my UV light, the fluorescence was blue. So I filtered out the zinc, basified with 11% Ammonia, left it overnight for the crystals to settle. Before filtering, I noticed that the aqueous part had some dark suspended particles. In the hindsight I think I should've decanted the aqueous part, but I ended up filtering it (which was even more stupid because the whole point of leaving it over night was so that I could decant...). The crystals at the bottom were very light colored before filtering, after filtering it probably mixed up with the suspended particles of whatever it was, and the precipitate became more dark. The initial yield was 1.14g (around 70%).
I re-dissolved in 40ml of 20% ascetic acid, added 50ml of warm saturated salt solution. Let the solution cool down, put it in the fridge for about 20 hours. Took it out today and poured the still dark orange/brown colored solution in another beaker. The precipitate from manske had a lighter layer at the bottom which could be seen from the bottom of the beaker. The top layer, however, was more red-ish brown. I bio assayed about 30mg of it and it wasn't distinguishable from harmine (which is strange because I only used pure harmaline). I will re-dissolve it and increase the ph to 7. and see if it really is harmine. In the remaining decanted solution I added some more salt and some more lighter colored stuff crashed out, I will add some more salt and see what else crashes out.
So, does anyone have any idea what those darker colored suspended particles could be? I added excess ammonia, and washed with 3% ammonia afterwards but it didn't disappear. Also, any ideas about the red-brown colored precipitate?
I also noticed that the left over liquid after basification and filtering was also fluorescent but I don't quite understand what the reason for that could be. Could there still be some alkaloids left in there?
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