We've Moved! Visit our NEW FORUM to join the latest discussions. This is an archive of our previous conversations...

You can find the login page for the old forum here.
CHATPRIVACYDONATELOGINREGISTER
DMT-Nexus
FAQWIKIHEALTH & SAFETYARTATTITUDEACTIVE TOPICS
Reaction of N,N‑Dimethyltryptamine with Dichloromethane Under Common Experimental Conditions Options
 
benzyme
#1 Posted : 1/27/2023 3:40:25 PM

analytical chemist

Moderator | Skills: Analytical equipment, Chemical master expertExtreme Chemical expert | Skills: Analytical equipment, Chemical master expertChemical expert | Skills: Analytical equipment, Chemical master expertSenior Member | Skills: Analytical equipment, Chemical master expert

Posts: 7463
Joined: 21-May-2008
Last visit: 03-Mar-2024
Location: the lab
I recently did a run, extracted with aqueous NaOH and DCM, and ran the recrystallized product through the mass spec; my results were consistent with those in the attached paper (product 10); although I did extract quickly (<30 mins), the exothermic conditions lead to boiling of the dcm in the sep funnel, and of course, heat catalyzes adduct formation. M.P. is 63-66C; I will experiment on recrystallizing under vacuum, maybe short-path, to eliminate the n-chloromethyl adduct. Another option would be to just salt it.
"Nothing is true, everything is permitted." ~ hassan i sabbah
"Experiments are the only means of attaining knowledge at our disposal. The rest is poetry, imagination." -Max Planck
 

STS is a community for people interested in growing, preserving and researching botanical species, particularly those with remarkable therapeutic and/or psychoactive properties.
 
Sidisheikh.mehriz
#2 Posted : 1/27/2023 4:19:24 PM

DMT-Nexus member


Posts: 290
Joined: 06-Feb-2021
Last visit: 26-Mar-2024
Location: North Africa
Thank you for this. both DCM and chloroform are my solvents of choice for extracting tryptamines. I always had the concern over the formation of N-
chloromethyl-N,N-dimethyltryptamine chloride.

Good thing that I always waited for the based solution to cool of to room temperature before adding the chlorinated solvent. I was trying to avoid boiling the solvent and avoid inhaling it Razz

Nice work Cool
 
benzyme
#3 Posted : 1/27/2023 4:39:03 PM

analytical chemist

Moderator | Skills: Analytical equipment, Chemical master expertExtreme Chemical expert | Skills: Analytical equipment, Chemical master expertChemical expert | Skills: Analytical equipment, Chemical master expertSenior Member | Skills: Analytical equipment, Chemical master expert

Posts: 7463
Joined: 21-May-2008
Last visit: 03-Mar-2024
Location: the lab
thanks Big grin

I'm considering switching to ethyl ether, benzene, or naphtha, and waiting for the basified solution to cool (I'm not a patient person). Tried EtOAc, not a fan.
"Nothing is true, everything is permitted." ~ hassan i sabbah
"Experiments are the only means of attaining knowledge at our disposal. The rest is poetry, imagination." -Max Planck
 
Twilight Person
#4 Posted : 2/5/2023 4:07:19 PM

DMT-Nexus member


Posts: 174
Joined: 05-Feb-2023
Last visit: 05-Feb-2024
Location: Far from this Place
I once tried Ether but it catches damn too much water throughout the whole process ...

Already liquid-extracting will leave a lot of water inside behind and then even more coming while evaporation ...

So seems like we can all be pretty happy about how Alkanes catch it up at high temperatures and will nicely freeze precipitate all those goodies again ...!

Toluene is of course also pretty strong at room temperature and xylene has no benefits over it in a chemical sense. So why do people use Xylene instead of Toluene when it comes to room temperature pulls if it will evaporate MUCH slower? Is it so much more accessible in the US?
~ O ~
 
artificer
#5 Posted : 2/5/2023 5:13:27 PM

DMT-Nexus member


Posts: 147
Joined: 12-Jun-2021
Last visit: 23-Jan-2024
Xylene is toxic, but slightly less than toluene. I remember reading that there was a push to replace toluene with xylene in hardware stores for this reason. I did find a old dusty can of toluene at back of shelf once, but I notice xylene in stores much more frequently. To obtain DMT fumarate, FASA can be applied to xylene or toluene just the same, and avoid the fume issue altogether.
An affinity to entheogens that bring me to full submission,
A thriving esoteric greenhouse, I do envision
 
famine
#6 Posted : 2/6/2023 6:18:04 PM

Entheogen Enthusiast

Chemical expert

Posts: 147
Joined: 10-Jan-2021
Last visit: 11-Feb-2024
Twilight Person wrote:
I once tried Ether but it catches damn too much water throughout the whole process ...

Already liquid-extracting will leave a lot of water inside behind and then even more coming while evaporation ...

So seems like we can all be pretty happy about how Alkanes catch it up at high temperatures and will nicely freeze precipitate all those goodies again ...!

Toluene is of course also pretty strong at room temperature and xylene has no benefits over it in a chemical sense. So why do people use Xylene instead of Toluene when it comes to room temperature pulls if it will evaporate MUCH slower? Is it so much more accessible in the US?

Ether is fine, just dry it under MgSO4 before evaporating. The aqueous layer grabs too much ethyl acetate for it to be a worth while extracting solvent though
 
downwardsfromzero
#7 Posted : 2/6/2023 9:25:48 PM

Boundary condition

ModeratorChemical expert

Posts: 8617
Joined: 30-Aug-2008
Last visit: 29-Mar-2024
Location: square root of minus one
benzyme wrote:
[...]Tried EtOAc, not a fan.

I'm guessing this is a mutual solubility issue with water? Might be why it has gained favour in limeteks rather than liq/liq etractions.

famine wrote:
Ether is fine, just dry it under MgSO4 before evaporating. The aqueous layer grabs too much ethyl acetate for it to be a worth while extracting solvent though
Did you mean ether or ethyl acetate? Maybe both?




“There is a way of manipulating matter and energy so as to produce what modern scientists call 'a field of force'. The field acts on the observer and puts him in a privileged position vis-à-vis the universe. From this position he has access to the realities which are ordinarily hidden from us by time and space, matter and energy. This is what we call the Great Work."
― Jacques Bergier, quoting Fulcanelli
 
benzyme
#8 Posted : 2/7/2023 3:27:23 PM

analytical chemist

Moderator | Skills: Analytical equipment, Chemical master expertExtreme Chemical expert | Skills: Analytical equipment, Chemical master expertChemical expert | Skills: Analytical equipment, Chemical master expertSenior Member | Skills: Analytical equipment, Chemical master expert

Posts: 7463
Joined: 21-May-2008
Last visit: 03-Mar-2024
Location: the lab
ether works fine for me, but I decided I'll stick to dcm or dce, and use the ether with pet ether/hexanes to re-x.
"Nothing is true, everything is permitted." ~ hassan i sabbah
"Experiments are the only means of attaining knowledge at our disposal. The rest is poetry, imagination." -Max Planck
 
famine
#9 Posted : 2/8/2023 11:58:09 PM

Entheogen Enthusiast

Chemical expert

Posts: 147
Joined: 10-Jan-2021
Last visit: 11-Feb-2024
downwardsfromzero wrote:
benzyme wrote:
[...]Tried EtOAc, not a fan.

I'm guessing this is a mutual solubility issue with water? Might be why it has gained favour in limeteks rather than liq/liq etractions.

famine wrote:
Ether is fine, just dry it under MgSO4 before evaporating. The aqueous layer grabs too much ethyl acetate for it to be a worth while extracting solvent though
Did you mean ether or ethyl acetate? Maybe both?

Sorry meant et2o when I said ether
 
 
Users browsing this forum
Guest (2)

DMT-Nexus theme created by The Traveler
This page was generated in 0.018 seconds.