Author Topic: An Idea for AMT and AET  (Read 1579 times)

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psyloxy

  • Guest
An Idea for AMT and AET
« on: May 13, 2000, 10:59:00 PM »
AMT:

Indole-3-COH + EtNO2 --> Indole-3-CH=C(NO2)-CH3

Indole-3-CH=C(NO2)-CH3 + SnCl2*2H2O --> Indole-3-CH2-C(=NOH)-CH3

Indole-3-CH2-C(=NOH)-CH3 + NaHSO4 --> Indole-3-CH2-C(=O)-CH3

Indole-3-CH2-C(=O)-CH3 + Mg + AcONH4 + AcOH + MeOH --> AMT
[or use any other ketone --> amine method you like]

AET: just use nitropropane.


Looks quite nice to me. If it works, great. The chems are no problem to get. Nitropropane is legal like NaCl. NaHSO4, SnCl2*H2O and Mg/AcOH/AcONH4/MeOh are also no problem.

But what about indole-3-COH ? It could be that it is expensive as hell.
Couldn't one make it from indole [which is cheap I think] ?

What about this:

 Indole + HCOH + (Me)2NH --> Indole-CH2-N(Me)2 [that works for sure]

 Indole-CH2-N(Me)2 + oxidizing agent --> Indole-COH + HN(Me)2

--psyloxy--




phaidon

  • Guest
Re: An Idea for AMT and AET
« Reply #1 on: May 13, 2000, 11:21:00 PM »
psyloxy!

You can buy indole-3-CHO a.k.a. indole-3-carboxaldehyde from either a chem supplier or our
beloved overly expensive JLF. (Think it 's quite expensive, that is), they got 5-MeO-I-3-CHO
as well but that's at $95 / gr. I think. Check their site.

Laters,

-- phaidon, son of apollon

I scorched the Earth, now what do I do tomorrow?

Rhodium

  • Guest
Re: An Idea for AMT and AET
« Reply #2 on: May 14, 2000, 04:06:00 PM »
There is a procedure for making indole-3-CHO from indole in

http://rhodium.lycaeum.org/chemistry/vilsmeier.txt



http://rhodium.lycaeum.org


psyloxy

  • Guest
Re: An Idea for AMT and AET
« Reply #3 on: May 14, 2000, 04:20:00 PM »
Ok, ok, forget about indole-3-carboxaldehyd for a moment.
I just want to hear that magical 'yes' or 'no'. I mean, it looks quite plausible but so have other things to me that were worth shit in the end.

--psyloxy--


Rhodium

  • Guest
Re: An Idea for AMT and AET
« Reply #4 on: May 14, 2000, 05:09:00 PM »
I see no reason for your synth to not work in theory, but there could be a few modifications:

Nitroalkene => indolylacetone could be done with Fe/acetic acid as in Pihkal #109.
Indolylacetone => AMT could be done with NaBH3CN or NaBH to increase yields.

http://rhodium.lycaeum.org