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zed
International Hazard
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Karlos, there is a more straightforward synthesis, utilizing the Azide.
Ortho-Vanillin would be the starting point. Azides are a concern, but folks are doing it.
I've got a reference. I'll go dig for it.......
https://pdfs.semanticscholar.org/ed76/3bf008c6e9ef09537f9fc8...
Page 21, Hemetzberger
As for the synthesis of Indoles via their 2-carboxylates, being decarboxylated.... The method is fairly well known.
I'm going to try to link you, to something relevant ...... https://www.google.com/search?client=safari&rls=en&q...
Click on the science madness link. I can't seem to link you directly. It is a PDF. PDFs drive me crazy. I can't seem to link to them.
As I may have stated elsewhere, the Phenylhydrazone of Acetaldehyde does not yield Indole under ordinary Fischer conditions, but when the
Phenylhydrazone is passed through a tube furnace, or a flow type reactor it may. I assume the 5-methoxy-Indole might be constructed by the
Fischer..... But that is not certain.
Of note. In that general paper on Indoles, there is mentioned a method of reducing Diazonium Salts to Phenylhydrazines, via Ascorbic acid. Looks
like a useful technique. Ascorbic Acid, I can get by the Kilo, at minimal cost. Page 9, Scheme 7.
Diazonium Salts, form useful phenylhydrazones directly, when reacted with Dihydro-Furan. Upon cyclization, Tryptophols are produced.
Those Tryptophols, may be converted to Tryptamines, but the roads are not very familiar to me. And, in years past, the requisite reagents were fairly
arcane.
[Edited on 24-12-2020 by zed]
[Edited on 24-12-2020 by zed]
[Edited on 24-12-2020 by zed]
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zed
International Hazard
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A link to the Hemetzberger Synthesis. Just open the PDF.
This synthesis appears to be an effective path to the Indole you wish to produce.
https://www.researchgate.net/publication/305775529_Hemetsber...
[Edited on 31-12-2020 by zed]
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symboom
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A little off topic but this about synthetic toad venom by Vice on Hamilton's pharmacopoeia (5, Meo-DMT synthysis 30 minutes in) seems ok interesting
https://youtu.be/fFXGa-Ruz_M
[Edited on 31-12-2020 by symboom]
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zed
International Hazard
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symboom,
Thanks for the link. Very interesting stuff on Hamilton's. Also, it led me to a Hamilton link, on the story of a Clandestine Chemist.
The gentleman in question, turned out to be an old collegue. Haven't seen young Anakin in decades. I myself, took another path. Wary of extremes,
I suppose.
https://www.youtube.com/watch?v=3cvcoVPYsBE
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karlos³
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I ditched the chance of an interview with hamilton.
Screw vice.
They should at least pay well for such a chance!
Melgar thought different, apparently(they choose him instead then after I refused).
I gave an interview for a dutch-language book about MDMA instead.
The journalist was very nice and knowledgeable and it was fun to answer his questions.
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zed
International Hazard
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I don't think such fame is good. Once upon a time, it might have caused beautiful young women, to jump in the sack with you. Now-a-days.... Not so
much. Just attracting trouble.
Once again: https://www.researchgate.net/publication/305775529_Hemetsber...
At the moment, you can either read of download the PDF, for free. Just click.
[Edited on 2-1-2021 by zed]
[Edited on 2-1-2021 by zed]
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karlos³
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Ortho-vanillin(or its 2-acetylated analogue) and methyl 2-azidoacetate to give the substituted a-azidocinnamic acid, which cyclises in boiling xylene
to 2-carboxymethyl-4-hydroxy/acetoxy-5-methoxyindole.
Yes, that is doable and cheap indeed!
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mr_bovinejony
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What's your plan for this methyl 2 azidoacetate? I forgot to tell you I had bought some ortho vanillin for when a pathway is figured out for this
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Antigua
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https://prepchem.com/synthesis-methyl-2-azidoacetate/
Methyl chloroacetate or bromoacetate are cheap or easily made.
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mr_bovinejony
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They sure are cheap but I cant find a supplier! The patents are mostly gibberish but from what I could tell it seems like they're reacting methanol
with chloroacetic acid somehow in the vapor phase
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arkoma
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Quote: Originally posted by zed  | | I don't think such fame is good. Once upon a time, it might have caused beautiful young women, to jump in the sack with you.
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Until you get out of bed to spend three minutes checking on your reaction. ROFLMAO.
| Quote: | Travel is fatal to prejudice, bigotry, and narrow-mindedness, and many of our people need it sorely on these accounts.
Mark Twain |
I'm with /ORG. Mandatory LSD.
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Antigua
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https://scihub.wikicn.top/10.1081/lft-200043689
This should blow away any doubts. Ferric chloride with 90% yield!
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karlos³
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| Quote: Originally posted by arkoma | | Quote: Originally posted by zed | | I don't think such fame is good. Once upon a time, it might have caused beautiful young women, to jump in the sack with you.
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Until you get out of bed to spend three minutes checking on your reaction. ROFLMAO. |
Damn I should have never mentioned that event 
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zed
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Ummm. Reagents often being ardous to obtain, I am curious as to if requisite Chloro or Bromo, acids or esters might be synthesized from amino acids
(or their esters)... via Diazotization.
Glycine is available, and dirt cheap. But perhaps I am being obtuse.
Here is an example, of what I have in mind. http://www.orgsyn.org/demo.aspx?prep=CV8P0119
OK.... I went out scouting..... Now I'm back.
Nope. Probably not gonna work. It seems the guys have tried this out before, to no avail. http://www.sciencemadness.org/talk/viewthread.php?tid=65553
[Edited on 4-1-2021 by zed]
[Edited on 4-1-2021 by zed]
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zed
International Hazard
Posts: 1970
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OK, I thought about it. Some of the guys have reported failure to produce Chloro-Acetic acid via Glycine Diazotization.
Since the desired intermediate, is the Ester of Chloro-Acetic Acid; might it be possible to to produce that Ester,
Via the diazotization of Glycine's Ethyl Ester Hydrochloride?
Well, maybe. I'm gonna look it up. Might not work. Might be a hydrolysis problem. Might be a solubility problem.
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