An Idea for AMT and AET

java · Consumer

psyloxy
(Hive Bee)
05-13-00 22:59
No 3770

An Idea for AMT and AET

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
(Newbee)
05-13-00 23:21
No 3775
      Re: An Idea for AMT and AET Bookmark

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
(Chief Bee)
05-14-00 16:06
No 4048
      Re: An Idea for AMT and AET Bookmark

There is a procedure for making indole-3-CHO from indole in http://rhodium.lycaeum.org/chemistry/vilsmeier.txt
http://rhodium.lycaeum.org

psyloxy
(Hive Bee)
05-14-00 16:20
No 4051
      Re: An Idea for AMT and AET Bookmark

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
(Chief Bee)
05-14-00 17:09
No 4065
      Re: An Idea for AMT and AET Bookmark

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