Ive searched and found a synthesis from
indole to trypamine
(
https://www.thevespiary.org/rhodium/Rhodium/pdf/indoles2tryptamines.pdf).
The reseachers also claim to have produced 5-benzyloxytrypamine and 6-benzyloxytrypamine.
a bee was thinking of using this mehtod for going from 4-acoindole to 4-acotryptamine, and from that to 4-aco-dmt via KrZ's way.
Here is how the bee thought of doing it -
1. 4-acoindole-3-aldehyde :
a. Phosphorus oxybromide added dropwise (10cc) to dimethylformamide (35cc) while maintaining a constant stir and temperatures between 10-20C. A solution of 4-acoindole (17.5g, or 0.1M) in 25ml of dimethylformamide was added gradually to the first solution, while maintaining temperatures between 20-30C.
b. The solution was kept at 35-37C for 45minutes-1hour
c. Then the solution dropped into a stirred solution of ice/water (100g/100cc). sodium hydroxide (19g) in 100cc of water was added gradually over the course of 1/2 hour maintaining 20-30degreesC. the rate of addition - by the time 3/4 of the solution has been dropped, pH was at 6. the remainder of the solution was dropped all at once.
d. Then 200cc of water was added and the mixture boiled for 3 minutes.
e. The aldehyde collected, washed 5 times with cold water and dried. Recristalized.
2. 4-Acetoxy-3-2'-nitrovinylindole :
a. 4-Acoindole-3-aldehyde (3.3g), nitromethane (25cc) and ammonium acetate (1g) were heated gently to reflux for 1/2 hour. upon cooling the product was fitlered and crystalized.
3. 4-Acetoxy-Tryptamine :
a. LAH (5g) in ether (250cc) was dropped in a soxhelt flask. In the thimble the 4-Acetoxy-3-2'-nitrovinylindole was placed (2.4g) and was extracted for 6h. The solution was cooled and 30cc of water were added to decompose the LAH and the additional complex.
b. The solid was filtered off and washed twice with ether (25cc X 2).
c. The ethereal solution was dried with KOH and gassed with anyhdrous HCl. the percipitate was collected, washed with ether and allowed to evaporate.
4. 4-ACO-N,N-DMT :
a. 4-aco-tryptamine was reacted according to
KrZ's tryptamine2dmt
(
https://www.thevespiary.org/rhodium/Rhodium/chemistry/tryptamine2dmt.html) to give 4-ACO-N,N-DMT.
So the bee has some questions :
Do you bees think this is a feasible and good way to get 4-aco-dmt?
In 1.e where the aldehyde is collected and recrystalized, the paper says that for the 5-benzyloxy equivalent they used ethanol for rextalization. Is it possible to rextalize the 4-aco-equivalent with ethanol?
In 2.a where the 4-aco-3-2'-nitrovinylindole was obtained the paper says to rextalize with benzene or methanol. Could this be done with the 4-aco variation?
In 3.a, where water is added to decompose the LAH, wouldnt this be a bit dangerous? as LAH would react with water?
In 3.c, the paper says to use KOH to dry the ether. I do not get this. Isnt KOH used for adjusting ph and a drying agent is used to dry (like MgSO4)?
And this one is really stupid but please dont flame me - The paper uses Ether. Are they refering to petroleum ether or diethylether?