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brain
Linguist Extraordinaire
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DMT (from tryptamine)
Sun Mar 13, 2005 4:45 pm |
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in one of procedure, they are using CHI+tryptamine to give->DMT*CH3I
-can CH3Cl can be used instead of CH3I ?? will it give DMT*CH3Cl ?
and that "satl" can be demethylated thesame like DMT*CH3I?
btw~what is "IPA" -some kind of solwent, can you giwe me total name of it [i dont like shortcuts]
-what is solubilyty tryptamine and dmt in dichloromethan etc. solvents [g/ml ??]
Last edited by brain on Fri Mar 25, 2005 1:15 am; edited 1 time in total |
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loki
guinea pig
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14167.88 Points
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Sun Mar 13, 2005 7:21 pm |
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you need to read a lot more chem stuff if you don't know what IPA is. Isopropyl alcohol aka isopropanol.
from what i recall about discussion of this reaction on the hive many many moons ago, it is a fairly easy reaction to do, but very poorly yielding, like 25% |
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brain
Linguist Extraordinaire
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Sun Mar 13, 2005 9:09 pm |
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sorry, in poland tat shortcut means something else,
- i dont wont to learn shortcuts of substances in ewery language i saw thes schortcut...
-is it to hard for someone to write full name ?? (on the start of article, and then can use schortcuts-like in moste of books etc.)
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poorly yielding, like 25%
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hmm,, if used CH3I-yeld was higher? ... in these procedure(ch3cl) the reaction time is 3-4 times longer [i herad]... |
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starl1ght
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Fri Mar 18, 2005 8:51 pm |
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Methylation with CH3I will yield quaternary salt, not your desired target. It may be possible to de-quaternerize afterwards with ethanolamine, I don't know. |
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brain
Linguist Extraordinaire
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Fri Mar 18, 2005 10:03 pm |
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starl1ght wrote: |
Methylation with CH3I will yield quaternary salt, not your desired target. .
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-i know that ...
-can i methylete these tryptamine [frebase] with fomrldehyde??hawe anyone more informations aboit it?? |
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starl1ght
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Fri Mar 18, 2005 11:32 pm |
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brain wrote: |
-can i methylete these tryptamine [frebase] with fomrldehyde??hawe anyone more informations aboit it??
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Yes, a reductive methylation with sodium cyanoborohydride and formaldehyde would work.
Procedure is here:
http://12.162.180.114:90/synthetika/hiveboard/tryptamine/000435022.html
Of course such a prodedure would be illegal in many parts of the world so should not be attempted without the relevant permissions. |
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brain
Linguist Extraordinaire
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IndoleAmine
Dreamreader Deluxe
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just my 2 cents
Fri Apr 01, 2005 7:37 pm |
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I'm not sure, may be that cyclization occurs when NaBH4/HCHO are used to methylate tryptamine - but surely not completely, provided an excess of tryptamine is used and the rxn is quenched at the right point....
Also, I read
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No, sodium borohydride cannot be used in this case, the formaldehyde will be reduced to methanol by it before it has had a chance to form an imine with the tryptamine
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(rhodium) - what about adding HCHO to tryptamine, add mol.sieves, and then after the imine has been formed, add NaBH4?
further:
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A solution of 35% formaldehyde (35 mL, 416 mmol) in MeOH (35 mL) and a solution of NaBH4 (5 g, 132 mmol) in H2O (70 mL) were added dropwise, simultaneously, at 15°C to a well-stirred solution of tryptamine (4.166 g, 26 mmol) in MeOH (150 mL). The mixture was stirred at 15°C for 0.5 h, 2N aqueous HCl was cautiously added to bring the pH to 3, and the resulting mixture was stirred for 10 min. Then, the pH was adjusted to 6.5-7 with saturated aqueous NaHCO3, MeOH was evaporated, and H2O (50 mL) was added. The mixture was washed with EtOAc (2x150 mL), basified with K2CO3, and extracted with EtOAc (2x130 mL). The organic extracts were dried, filtered, and concentrated to give DMT.
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and also
http://l2.espacenet.com/dips/viewer?PN=ES2084560&CY=gb&LG=en&DB=EPD
and
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Why can the authors of this article now succeed where so many have failed, and use the lowly and unselective reducing agent NaBH4 for the reductive methylation of tryptamine, and in addition to that even get yields of 80-90%? The answer lies in their use of low temperatures (-15°C, attainable with a cooling bath filled with sodium chloride/crushed ice in a 1:3 ratio), as well as the fact that they are adding the formaldehyde and NaBH4 solutions slowly, simulataneously and separately.
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(rhodium)
and
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This is a hypothetical procedure and I'm very very sure that it doesn't work because of cyclization (UTFSE). At least it's nothing for a beginner without adequate analytical methods to determine the products of this synthesis.
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(Lilienthal)
and
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Successful synthesis, reduced yields.
(Rated as: pretending illegal activity)
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("the world is a disk!")
i_a |
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brain
Linguist Extraordinaire
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Thu May 05, 2005 7:28 pm |
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I can try it, but what is the temperature : 15 or -15 C ??
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HCHO 35% was added with stirring to solution of tryptamine in metanol & the solution was refluxed for 30min.
after cooling 400mg NaBH4 was added slowly
after 1h the solvent was evaporated & the mixture was extracted with CH2CL2.
35mmol HCHO, 3mmol tryptamine i 400mg NaBH4
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-maybe this tread will be beather? than adding HCHO with NaBH4 [together] ?
-what will be the refluxing temp? [when it will boiling?]
-the HCHO that didnt react with tryptamine-will becaome -> methanol |
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brain
Linguist Extraordinaire
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re: DMT (from tryptamine)
Thu May 12, 2005 12:09 am |
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how can i demethylate these salt? maybe there are some different ways, not nabh4 or nabh3cn ? mabey al-hg? ;p but think these will be to easy to be trou ![Smile](images/smiles/icon_smile.gif) |
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