From 5-meo to nn

[Ferrum]

5-meo to nn . Is there an easy way to cleave the methyl oxy group off ?

 

[downwardsfromzero]

This question has been asked time and again, and the answer is still the same - NO. (And I don't mean "use nitric oxide" either.)

 

[Ferrum]

I was unaware . Can't blame me for trying . I did an initial search already. No much came up. So I gambled

 

[benzyme]

not a chance.
The covalent forces binding the methoxy to the benzene ring are too strong. substitution and cyclization to a beta-carboline would occur well before the methoxy even budges.

 

[downwardsfromzero]

I typed "removing methoxy" into the search function and found this:

dmt from psylocin, possible? - Welcome discussion - Welcome to the DMT-Nexus

 

[Mindlusion]

I typed "removing methoxy" into the search function and found this:

dmt from psylocin, possible? - Welcome discussion - Welcome to the DMT-Nexus

lol yup

you might as well demethylate, convert to triflate, then instead of hydrogenolysis with palladium, just do some transition metal coupling chemistry and stick on a trifluoromethylthio (-SCF3) group instead. You run into just as much effort and difficultly converting into that as converting it into -H , believe me. haha. And then at least you'd have a novel DMT molecule on your hands

The better starting point is 5-Br-DMT :twisted:

 

[Trickster]

I wonder why bother. 5-MeO-DMT is much more scarce than NN-DMT

 

[blue.magic]

...especially since it's much easier to go from tryptamine to NN than from 5-MeO to NN.

 

[rOm]

I don't see why either.:?:
And I do'nt have the answer.

I mean you could dislike 5 meo and like n,n and want to change your 5 M into n,n...
But 5 meo is very thought after, you could prolly make someone happy with giving it away / trading.
Thing to try is rather go from Mexamine to 5 MeO.