I was starting to think it was going to be another goo batch, but it crystallized hard on the 3rd day.

https://wiki.dmt-nexus.me/DMT_Fumarate

I'm also wondering if the carbamate is smokeable.

Thanks for sharing this method.

Great news! The freeze-precipitated crystals haven't turned to goo!

I had 2 bowls of material in the freezer - in one, which I only put dry ice in once, there was still some goo formation. The other was all crystals. I guess I should have put the dry ice in both 2 or 3 times in order to make sure all of the NMT was removed.

Unfortunately I don't have access to TLC to confirm that the NMT was removed, but I'll say that these results are as good as anything I've ever gotten from mimosa, so I'm very pleased. Interestingly, it doesn't have the same flowery smell that mimosa DMT would have, it has no smell at all. Edit - it does smell, but not like mimosa DMT or even the acacia goo. It is a kind of faint acrid chemical smell, somewhat like vaped spice. This is definitely some of the purest spice I've ever seen, shiny white crystalline powder and totally devoid of any waxiness.

I'm trying it again on a final xylene pull of my base soup to see if it's possible to do the same thing when there are other plant oil impurities in the solution. Update: it worked great, produced a ton of NMT carbamate (xylene picked up lots of NMT). I was afterwards able to precipitate nice white fumarate crystals from the xylene using FASA, plus a mystery red waxy alkaloid.

Thanks for your input, so I presume what precipitates is actually a carbamic acid, not a carbamate?

So the question is whether or not this reaction proceeds to any great degree.

Actually, looking at the reaction as stated in the original patent (attached to first post), it seems like the NMT would instead form a carbamate salt with itself more readily than with the DMT:


I'm no chemistry expert though, so correct me if I'm wrong.

I will note that there was a significant qualitative difference between the pre-dry-ice alkaloids and both the DMT and NMT that were collected separately afterwards. Both NMT and DMT fumarates were crystalline solids after separation but were a goo before separation. If there is any DMT that does precipitate with the NMT, it is surely a small quantity. I would love to do TLC to confirm this but I don't have the capabilities right now.

From further testing, it seems like it is better to use xylene as a solvent when adding dry ice, rather than naphtha, because too much DMT precipitates due to the drop in temperature, making it hard to make sure all of the NMT is reacted without several cycles of dry ice/warm bath. This doesn't happen with xylene.

My yields have been consistently around 0.7% DMT freebase (using the same source of bark). It's nothing near the 1.5% reported in the literature, but maybe my bark is not so great?

Did you leave it out those days?

Can this method work with a Polar solvent like Acetone, or must it be a np solvent?

I've no idea but there's a distinct possibility that the carbamate will be soluble in acetone, especially once it has warmed up a bit.

Dry ice + acetone is a standard low temperature bath formula, for chilling reaction vessels to -78 C.

IIRC it works well with naphtha, you just have to let the naphtha warm back up and redissolve the DMT freebase after precipitating the NMT carbamate.

it would be an interesting experiment to convert the nmt carbmate back to nmt freebase and then mix into a mushroom grown since theoretically (or factually?) nmt is a precursor to dmt.

In Paul Stamet's Psilocybin Mushroom's of the World on P.36 of the first edition he wrote

"Gartz (1989) found that raising tryptamine concentrations of cow dung and rice media by 25 millimolars directly affected the potency of Psilocybe Cubensis mycelia, Specifically in psilocin content: from .09% to 3.3% of dried mass.

The biosynthesis of psilocybin has been investigated by feeding labelled precursors to Psilocybe cubensis. The following specifically labelled compounds were synthesized: psilocin-3H, 4-hydroxytryptamine-14C, N,N-dimethyltryptamine-14C and -14C-3H, N-methyltryptamine-14C=3H and DL-Tryptophan-3H. A number of other indoles were labeled by acid catalyzed exchange in tritiated water. The experimental data suggest a sequence: tryptophan -> tryptamine -> N-methyltryptamine -> N,N-dimethyltryptamine -> psilocin -> psilocybin. The fungus can also by an alternative route convert 4-hydroxytryptamine to psilocybin. Large differences in the rate of absorption of different closely related precursors has been observed.

interesting indeed. i vaguely remember someone (i think shulgin?) saying something about 5-meo-dmt in the mushroom substrate will make 4-ho-5-meo-dmt. so it seems plausible.

it seems NMT is quite effective at increasing psilocybin content.