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Converting mitragynine (in kratom) to 7-hydroxymitragynine Options
 
m119matt
#1 Posted : 2/7/2019 1:03:21 PM
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7-ho is much more potent but it exists in lower amounts in kratom. Does anyone know how to oxidize mitragynine to 7-ho? I think it has been done with sunlight and an oxidizer, I dont know which one. Would hydrogen peroxide work?
 

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shroomydan
#2 Posted : 2/1/2020 8:17:37 AM
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I'm going to try an experiment soon to do this. Make sodium hypochlorite by electrolysis of brine then pour in H202 to form singlet oxygen pour in kratom and the evaporative the solution. Does anybody know if this will leave behind anything dangerous in the kratom? I might need to clean it up afterward if it does but I think it will be safe to eat the dried product
 
954kevin
#3 Posted : 3/16/2023 12:54:46 AM
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shroomydan wrote:
I'm going to try an experiment soon to do this. Make sodium hypochlorite by electrolysis of brine then pour in H202 to form singlet oxygen pour in kratom and the evaporative the solution. Does anybody know if this will leave behind anything dangerous in the kratom? I might need to clean it up afterward if it does but I think it will be safe to eat the dried product


Whats up!? I know its bringing this thread back from the dead, but wondering if you ever went ahead with this process or if you devised another method?
 
Th3k1d93
#4 Posted : 3/19/2023 6:47:13 AM

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UV irradiation does a solid job of oxidation of mitragynine..

I wrote up a kitchen chemistry tek awhile back for wholesale conversion of mitragynine to 7-oh-mitragynine, but I'm not going to rewrite it all here.

Very summed up, you can utilize 35% H2O2 for a few hours, then hit with heavy UV-A/B/C radiation for a day or two and convert about 80% of the mitragynine to 7-oh-mitragynine. If you want me to post the whole tek which would take me hours to write out again from years ago, you gotta give me a lot of time, lol.
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Twilight Person
#5 Posted : 3/19/2023 9:01:46 PM

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H2O2 and UV radiation sound like a good combo to also create N-Oxide. Is that not a thing with this compound? It looks like all the N are not well accessible or at least not sticking on a free-rotating side-chain. Is t hat maybe a reason why you dont destroy your compound instead?
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Th3k1d93
#6 Posted : 3/19/2023 9:11:06 PM

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Twilight Person wrote:
H2O2 and UV radiation sound like a good combo to also create N-Oxide. Is that not a thing with this compound? It looks like all the N are not well accessible or at least not sticking on a free-rotating side-chain. Is t hat maybe a reason why you dont destroy your compound instead?


As far as I'm aware, it's not. I've done quite a bit of research with kratom alkaloids through Grad school, I've never heard of Mitragynine N-oxide at all, and it's not available from chemical suppliers.

Fermentation and aging of the leaf in bright sunlight has been utilized as long as kratom use has been around, this itself helps to spike the 7-oh levels. I commented the procedure a little more in depth in the "kratom extraction" post in the welcome area.

https://www.dmt-nexus.me...spx?g=posts&t=101797
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travisgalactic
#7 Posted : 8/22/2023 11:20:15 AM
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Adding my experience here. I found a study done on the ACS site of mytragynine derivatives - synthesis and function - they converted mytragynine to 7-oh-mytragynine by combining oxone with mytragynine with acetone as a solvent and sodium bicarbonate buffer. Stir for 30 minutes and extract for approx 30% yield. Looking at the oxidative properties of oxone, I didn't see why concentrated H2O2, or really any oxidant commonly used in organic oxidation reactions. I combined the extracted and purified mytragynine and did the same process only swapping out the ozone for 35% H2O2. It definitely reacted and started lightening up, which was promising since 7-OH is pale yellow more that dark/bright. After the reaction, I started to work up the batch and curiously I COULDN'T for the life of me get the alkaloid to A/B. The mytragynine was also water soluble - which mytragynine ISNT water soluble in almost all forms so this was also strange. I'm pretty sure this formed mytragynine n-oxide similar to DMT. The n-oxide forms just to the right of the 7OH position at either 8 or 9 and induces a conformational change and makes it water soluble so less ability to cross the BBB. I found a study confirming it does exist and, unfortunately, likewise it has no opioid affects at all. Anyway YMMV. I did end up reacting it for a longer time bc it took me time to setup next steps and H2O2 can't be quenched as easily as other oxidation agents.
 
downwardsfromzero
#8 Posted : 8/22/2023 9:31:39 PM

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Looks like you've partly answered for yourself the question as to why they used oxone and not something else (in particular, hydrogen peroxide) with the inferred N-oxide formation!

Oxone splits up into free radicals more readily than H2O2 does, thus favoring radical substitution rather than the N-oxidation via monatomic oxygen or nucleophilic reaction with the H2O2.




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