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panky
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| Joined: 13 Jun 2005 |
| Posts: 8 |
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340.06 Points
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Re: re: complet DMT synth :)
Thu Jun 16, 2005 4:37 am |
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| Quote: |
Ketone-catalyzed decarboxylation, as described by Drone #342:
Decarboxylation is accomplished by mixing about 80 g tryptophan in 250 mL of high-boiling solvent (xylene, DMSO, cyclohexanol, etc.), adding a dash of a ketone (I like 5 g of cyclohexanone, but a couple grams of [/b]MEK works reasonably well), heat it to around 150 deg, and when evolution of CO2 ceases/solution is clear, the reaction is complete. This takes anywhere from 1.5 to 4 hours. After this is over, the solvent is boiled off (or at least greatly reduced in volume), and the residue is dissolved in DCM. This is washed with a 5% NaHCO3 solution, then a distilled water solution, then the DCM layer is separated off, dried with MgSO4, and the DCM is boiled off. You now have reasonably pure tryptamine.
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theoretically, swim could repeat this exactly except for using 20g Trp and still have tons of insoluble material after 24hrs. used 250ml c-hexanol instead of 62.5. should less be used? |
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Vitus
Psychoscientist
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| Joined: 19 Apr 2005 |
| Posts: 72 |
| Location: Dunwich |
2608.18 Points
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re: complet DMT synth :)
Thu Jun 16, 2005 7:22 am |
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| Did you use good stirring? |
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panky
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| Joined: 13 Jun 2005 |
| Posts: 8 |
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340.06 Points
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re: complet DMT synth :)
Thu Jun 16, 2005 7:27 am |
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very good stirring. its just insoluble.... maybe i'll check everything is what i think it is.
if it was Trp.HCl would it fuck things up? the bottle didnt say it... |
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IPN
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| Joined: 10 Apr 2005 |
| Posts: 2 |
| Location: Finland |
67.20 Points
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re: complet DMT synth :)
Mon Jun 20, 2005 8:55 pm |
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Very bad results with octanol and purified NMP (reflux times + 48h). Only a small amount of crystals formed after evaporation of the extraction solvent. Purity is unknown.
Swii will try xylene and tryptophan (without the chelate) next. Hopefully swii will get at least something to work with.. |
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waldo
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| Joined: 02 Jul 2005 |
| Posts: 1 |
| Location: never-neverland |
35.90 Points
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re: complet DMT synth :)
Sat Jul 02, 2005 11:38 pm |
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mm this was years ago ,, but if i remember right ....(lost the papers..)
Swia used cyclohexanol as the sollution , methyl-ethyl-ketone and md-p2p as decarber and heat to get the reaction going , after reflux of 48 hours and clean up there was around 80% yield.
dimethylation by : Sodiumcyanoborohydride and formaldehyde (KRZ-methode)..
not sure in which solution this was ...might have been THF.
Recristalation was a bitch , don't remember how this was done,
SWIM also used this way to make Ethylated and isopropylated variations.
Last edited by waldo on Mon Oct 03, 2005 9:09 pm; edited 2 times in total |
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loki
guinea pig
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| Joined: 09 Mar 2005 |
| Posts: 391 |
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14167.88 Points
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re: complet DMT synth :)
Sun Jul 03, 2005 4:19 am |
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| recrystallisation is normally done in hexane for dmt. heptane works too |
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the alchemist
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| Joined: 23 Jun 2005 |
| Posts: 46 |
| Location: Planet Earth, Terran System |
1568.10 Points
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re: complet DMT synth :)
Sun Jul 03, 2005 4:54 am |
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| You can try adding LiCl. Maybe use DMSO as solvent? |
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prankster
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| Joined: 23 Mar 2005 |
| Posts: 14 |
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450.74 Points
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re: complet DMT synth :)
Mon Jul 18, 2005 3:26 pm |
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So I checked Rhodium and found this decarboblalazation. He has a combined yield of 79% yield of purified Tryptamine. I think that is pretty good.
It does not only work with Spearmint oil but also with caraway, Dill, Pennyroyal oil. As long as it contains atleast a 50% Carvone:
2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
Is this a true and genuine stynthesis???
| Quote: |
Spearmint Oil Catalyzed Decarboxylation of Tryptophan
by "Student"
A mixture of 75 mL of turpentine (1), 7.14 grams of L-tryptophan (2), and 15 drops (0.25 grams; 0.3 mL) of spearmint oil (3) were placed in a 250 mL Erlenmeyer flask. A water cooled reflux condenser (4) was attached to the flask by a rubber stopper (5). The mixture in the flask was boiled (6)fast enough that there was at least one drop returning to the flask from the condenser every second. The mixture became transparent in four hours and heating was turned off after another 30 minutes. There was a little yellow solid on the side of the flask above the liquid. After sitting overnight there was a clump of yellow crystals in the corner of the flask and solidified dark oil across the bottom. The flask was refrigerated for the day and the orangish mother liquor was poured off.
The impure tryptamine was purified as follows (7). To the flask were added 150 mL of 5% distilled household vinegar along with 5 mL of chloroform ( and the flask was briskly swirled until all solid was gone and there was only a little dark brown oil not dissolved in the yellow suspension. The hazy yellow liquid (pH 5-6) upper layer was filtered through a plug of cotton. The small amount of dark brown lower organic layer was extracted with another 10 mL of vinegar, and the resulting upper layer was filtered through the cotton plug. To the combined filtrates were added 5 mL of chloroform and enough sodium bicarbonate (10.58 g) in portions so that further addition caused very little foaming. The flask was swirled thoroughly and the hazy yellow aqueous upper layer was filtered through a fresh plug of cotton. The filtrate was cooled in the freezer for 15 minutes, basified with 12 mL of 25% sodium hydroxide solution, and set back in the freezer for 30 minutes. The solid was dislodged from the sides with a metal scoop and the mixture was filtered through filter paper (9). The flask and crystals were rinsed with 100 mL of ice cold household ammonia in portions (10). The filter paper was pressed between paper towels until damp and set aside to dry. The light yellow crystals weighed 3.64 grams (65% yield).
The turpentine mother liquor from the last reaction, still containing spearmint oil and some tryptamine, was used directly to decarboxylate 7.23 grams of L-tryptophan. This time the reaction took seven hours to become transparent, so apparently some of the catalyst was consumed during the first reaction. This time both the turpentine and the solid product were extracted with vinegar as above, and brought through the same purification process, to give 5.21 grams (92% yield) of light yellow crystals. The combined yield of tryptamine for the last two reactions is 79%. The solid melted at 117-118.5?C (Merck 118?C) and had one tan spot (Rf ~0.1 - 0.2) on silica TLC, eluting with methanol containing ~50 mg of ammonium carbonate.
Notes:
If xylene (bp 118?C) is used as the solvent, the reaction will require about one week to complete, but the product will probably separate as crystals and be purer than if turpentine is used. If turpentine (bp 154-170?C) is used, the reaction will take several hours, but part of the product may come out as an oil. If difficulty is encountered obtaining a solid from a reaction using turpentine, place the flask in boiling water to cool. After a few minutes add a seed crystal and let the water cool slowly with the flask in it. This may allow complete crystallization of the product.
It is possible that 5-hydroxytryptophan (5-HTP) would successfully decarboxylate under these conditions, giving 5-hydroxytryptamine (serotonin). However, obtaining pure starting material from the mixtures marketed as 5-HTP may be a challenge.
The key to this reaction is the catalytic activity of carvone, an enone found in spearmint oil. The catalytic activity of enones was first reported by M. Hashimoto5. The spearmint oil (50% L-carvone) must be the pure essential oil, not an extract. Other oils which may also work are caraway (58% D-carvone), dill (50% D-carvone) or pennyroyal oil (85% pugelone). Successful decarboxylation using butanone under the above conditions (reported by another author) could not be reproduced. Good yields were reported in a Russian journal by refluxing tryptophan in acetophenone.
A cork may be used instead of a rubber stopper. Cork doesn't seal as well as rubber, but it is less likely to contaminate and color the product.
The rate of boiling needs to be sufficient to prevent the reaction mixture from being exposed to air. Air exposure causes a dark deposit to form on the flask walls, and no product can be isolated from it even by acid extraction. In a sufficiently spacious flask, the wall of the flask which is above the liquid surface can serve as an air condenser so that no condenser needs to be attached. Alternatively, an air condenser (air-cooled glass tube) is very effective with high boiling liquids, and even xylene boils high enough in this case to be made to work. The important thing is to keep the vapor part of the way up the tube, so that air doesn't reach the reaction mixture nor does vapor climb to the mouth of the tube (heating the entire tube to xylene's bp) and escape. Using the solvent vapor to exclude air renders an inert atmosphere unnecessary.
Magnetic stirring isn't required for this reaction if the boiling is sufficiently vigorous to keep the solid tryptophan suspended in the solvent. Boiling stones may also be unnecessary, since the tiny bubbles of carbon dioxide produced during decarboxylation serve as nuclei the way the bubbles in boiling stones do. Heat was provided by an electric hot plate with a sparkless electronic thermostat. Since these solvents are flammable, the use of flame heating is not recommended.
This purification process was modeled after the tryptamine purification outlined in the Tryptophan and Tryptamine FAQ.
There is what sounds like an excellent procedure for the preparation of chloroform from bleach and acetone in this document. Others have reported excellent results with trichloroethylene instead.
Coffee filter paper will probably work instead of laboratory filter paper.
The use of cold household (clear) ammonia for washing is very important. Washing with water will cause the product to quickly dissolve! ChemFinder.com lists the solubility of tryptamine in water as 34 g/L.
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Last edited by prankster on Mon Jul 18, 2005 3:34 pm; edited 1 time in total |
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loki
guinea pig
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| Joined: 09 Mar 2005 |
| Posts: 391 |
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14167.88 Points
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re: complet DMT synth :)
Mon Jul 18, 2005 3:30 pm |
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| i followed this thread for a while and my recollection was that it did not seem to be that an effective route to tryptamine was achieved in the end. i might be wrong tho. |
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