Kratom Acid-Base Extraction

[PossumKid]

I've had some success with UV, h2o2, as well as bioconversions utilizing aspergillus oryzae.

What methods have you tried?

 

[NevaBetta]

Hey possum! Could you elaborate on your h2o2 method?

im gonna attempt it myself with just h2o2 but also h2o2 & bleach.

could you share what you used as well as how long you ran the RX for? I have some 36% mitragynine I want to play with and learn to convert in good yield.

I also have rose bengal I was lucky to buy so I’m also working on attempting photoxidization. I left a comment on this Thread a few minutes ago. I’m still working on a workup to remove the byproducts and unreacted rose bengal from the alkaloids.

any and all details are appreciated. I’ll be writing down and posting every method and the results over the next few weeks hopefully with good success!

thanks!

 

[Sir_Smokealot]

@G.Patton Can I also use xylene instead of toloul?

 

[G.Patton]

Hello, what is it? Do you mean Toluen? Yes, I think xylene can be used.

 

[Sir_Smokealot]

I mean can i use dimethylbenzene instead of toluen? (I hope now is the translation Right)

 

[NevaBetta]

Okay guys. I got my hands on some rose bengal recently and I’ve been doing lots of research into how I can convert MIT to the 7-oh.

I intend to use

95% ethanol
36% MIT extract

here’s the method from a patent I found


7-Hydroxymitragynine: Photooxidation Under Air. A solution of mitragynine (319 mg, 0.800 mmol) and rose bengal Na salt (8.0 mg) in
MeOH (1.6 ml.) was irradiated with a 500 W halogen lamp at 0 °C under air for 32 h. Additional MeOH (5.0 mL) and a solution of Na2SO3 (504 mg, 4.00 mmol) in water (4.5 mL) were both added and the pink mixture was stirred vigorously at room temperature until mass spectrometry indicated the disappearance of the hydroperoxide intermediate (23 h).
The reaction was then diluted with water (20 mL) and extracted with Et20 (3 x 20 mL). The combined organics were washed with water (2 x 20 mL) and brine (20 mL), dried over Na2SO4, and concentrated to provide a foamy orange solid (215 mg). This material was purified by column chromatography (6:4 hexanes:EtOAc + 2% Et;N) to provide the
pure product as a yellow amorphous solid (114 mg, 34%) with spectral properties identical to the material obtained from the PIFA oxidation (above).

I have a few questions though.

How would you guys do this reaction? I plan to use ethanol instead of methanol.

does anybody have any ideas on how to separate the rose bengal from the alkaloids that doesn’t involve column chromatography?

Has anybody ever successfully converted 7-oh with h2o2 & sodium hypochlorite? I’d love to hear your process as I’ll be attempting this one too!

please help! I’m gonna trial and error this myself but I’d love some feedback as I’ve never worked with photosensitizers

 

[MorphinianDesign]

Have you attempted the conversion yet? I am going to be doing the same once I get the Mit extraction down. I absolutely love the effects of 7-OH

 

[Plinius]

I totally failed my extraction with HCl
(I used the same process for many other alkaloids with success)
I took care about the pH, near 2 so not too much acidic but nothing was extracted.
I started from 10g of commercial fine Kratom powder. One of my real problem was the Toluene wasn't floating above the mixture, even after a night...
I had to centrifuge the mixture... I just harvested 19mg of greenish bloc who is insoluble in hydrochloride acid.
It is like a resin only soluble in ethanol or solvent like resin.

Do you think this alkaloids are very sensitive ? HCl could destroy this molecule and not acetic acid ?

 

[G.Patton]

Propaply. There are unsaturated bounds and ester groups on mitragynine and 7-hydroxymitragynine molecules.

 

[MorphinianDesign]

This is a full spectrum extraction right? Not a Mitragynine only extraction? If its a full spectrum one, do you have any steps to further isolate Mitragynine only?

 

[G.Patton]

Hello, it's an extraction of the active alkaloids mixture. If you wanna separate them, you need to use flash chromatography for that.

 

[MorphinianDesign]

Thank you. I will post my results within the next month when I get everything together.

 

[songbird87]

Mitragynine: a review of its extraction, identification, and purification
methods
Amriantoa,b, Sumail Sidik Ode Ishakb, Nanda Putrab, Syefira Salsabilab, Laode M.R. Al Muqarrabunb,*



Accelerated
solvent
extraction
(ASE)
M. speciosa
Leaves
ASE stainless steel extraction cell was filled with 10 g of
milled leaves. Extraction temperature was 60oC for 5 min and
was run in two cycles. The solvent used was water, EtOH,
EtOAc, and MeOH.

I cant find it in the paper again but mitra degrades rather quickly in strong acids then strong bases. pure water + solvent extracts are the way to go

 

[songbird87]

IMO a non-column extraction of nearly pure mitra should be possible as well. It'll take me a while to figure it out though