5-Meo-Mipt from 5-Meo tryptamine , will this work ?

[Bennychairman]

thikal has some complicated method i've wonder if there is another way ,

generally something like this.

10g of 5-MeO-Tryptamine is dissolved in methanol and stirred in 5g of acetone for 24 hours. Afterwards the reaction vessel is left to cool in the freezer and transferred to an ice bath/dry ice bath. 70mL of 37% formaldehyde dissolved in methanol is added all at once, and the reaction mixture is stirred for 30 mins before 10g of NaBH4 powder is added very slowly such that the temperature of the reaction does not exceed 0C.

After all of the NaBH4 has been added the mixture is left to stir for one hour at room temperature, filtered if there are solids formed, HCl is added until the mixture has a pH of about 3, and the methanol is evaporated (preferably under vacuum). The remaining mixture is then washed with 3x 25mL DCM, which is discarded/recycled. NaOH is then added to the aqueous solution until the pH is about 10, and the solution is again washed with 3x 25mL DCM which is collected and saved.

5-MeO-MiPT freebase is now dissolved in the DCM. Do what you want with it from there.

how does this sound ? , basically do the imine with acetone first , then methylation with formalin like dmt , even if yields will be low , few grams is enough its very potent.

any suggestions or tweaks ? ill try in in about a month would you do something different ?

 

[chemistrydude]

Sounds good, but if you don't have DCM you can replace on ethyl alcohol.

 

[chemistrydude]

Using NaBH4 might be dangerous replace on Na2CO3

 

[G.Patton]

You suggest not equal substances. Na2CO3 cannot substitute NaBH4. Also, DCM is non-polar solvent while EtOH is polar.

 

[G.Patton]

Where did you take this manual?

 

[Bennychairman]

just a friend came up with it , i guess i forgot , after stirring with acetone , reduce with nabh4 , and the methylate with formalin and nabh4 , how does that sound.
i came across a MIPT synthesis from tryptamine , i guess it would be the same only use 5meo-t

 

[HerrHaber]

I was writing it in my notebook as it occured to me that the acetone imine must be first reduced to T-HN-iPr brfore methylation...

 

[G.Patton]

It sound interesting, try and share us your results please =)

 

[Bennychairman]

gladly id like to contribute to the forum , here is a synthesis for Mipt from tryptamine from reddit , so in theory just doing it with 5meo-t , should yield 5meo-mipt right ? , only suggestion , what would be better for the first step for the formation of 5 meo - Isopropyl ? , stirring for 24 hours at RT to give imine , or do it like the reaction bellow ? because in this post it seems 15m at 0C it enough and then reduce it.

4 grams of tryptamine (25mmol) was dissolved into 100ml of methanol, this was cooled to 0c in an ice salt bath. 3.70ml (50mmol) of acetone was added to the stirring methanol, 15 minutes later 1.45g of NaBH4 (37.5 mmol) was added slow enough to keep the solution below 5c. This was stirred for 60 minutes in the ice bath. After 60 minutes it was stirred in a 35c water bath to quench the NaBH4, the methanol was cooled back to 0c and 2.20ml (25mmol) of a 37% formaldehyde solution was added. This was stirred for 60 minutes followed by slow addition of 0.65g of NaBH4 (17.5mmol) , this was quenched and the formaldehyde addition was repeated. After the addition it was stirred at RT for 48 hours. The reaction mix was then poured into 100ml of 5% acetic acid, the methanol was distilled off and the acid phase was washed 2x30ml xylene. The acid phase went from a amber color to a very light yellow. The aqueous phase was basified and extracted 3x25ml of acetone, the acetone was dried over MgSO4 and precipitated as the fumerate salt. 2.38g of MiPT fumerate was recovered.

 

[HerrHaber]

this one makes a lot more sense

 

[G.Patton]

Hi, yes
Why do you think than IPA is better than MeOH (which is shown in both methods)?
You can use TLC to check the reaction completion

 

[Opal]

I don't grasp the order of the reactions, why do you add the formaldehyde before the NaBH4, wouldn't you first want to reduce the isopropyl-imine to the isopropyl-amine, and then add the formaldehyde, and then reduce it again, yielding MiPT

 

[G.Patton]

I think you understood wrong. There is correct sequence: formaldehyde and than NaBH4

 

[Opal]

But don't you need to first reduce the imine formed by the reaction of the tryptamine with acetone? That is
Base tryptamine + acetone -> imine
imine + nabh4 -> isopropyltryptamine
isopropyltryptamine + formaldehyde -> another imine
this another imine + nabh4 -> MiPT

I didnt know that the unreduced imine could react with the formaldehyde. Is that so?

 

[G.Patton]

I asked him to share result of this synthesis. Your scheme has more sense. Author, probably, got some small yield by reason that everything react in one pot.

 

[Bennychairman]

 

[G.Patton]

@Bennychairman @Opal An author writes about 2.38g from 4 grams tryptamine. 44% yield. Not so bad according low difficulty of this synthesis.

 

[Bennychairman]

its also very potent a dose is 5-15 mg

 

[HerrHaber]

what about getting it from Isopropyl thyptamine with a direct methylatin by Me2SO4but I ont know if 1H is prone to be methylated therefore a most convinient protection on the nr. ! with good recovery wrhyng kadt was assas8

 

[HerrHaber]

Please excuse my languade for I was sedated and tried to write in a hurry, I meant if by any chance dimethylsulphate could be used to methylate monoisopropyltryptamine without methylating the heterocyclic indole nitrogen (N1) and what may be the most convenient protection/deprotection method? thank you! And sorry for both my "french" and lack of common sense, I promise I'm better when not sedated.

P.S. administration should refuse me posting incoherent chemistry.