Total 4-FA synthesis using Al/Hg reduction

tetraedr · Tue Apr 12, 2005 11:09 pm

SWIM has improved the 4-Fluoroamphetamine synthesis.

More info about it you can see here:
http://www.rhodium.moppy.net/www.rhodium.ws/chemistry/fluoroamphetamine.html
http://www.rhodium.moppy.net/www.rhodium.ws/chemistry/pfa.spicybrown.html
http://www.erowid.org/experiences/exp.cgi?A=Search&S1=276&S2=-1&S3=-1&C1=-1&Str=

The new version of synthesis:

Stage 1. 4-Fluorophenylnitropropen.

To the mixture of 11.8 g (95 mmol, 1 eq) of 4-fluorobenzaldehyde and 14.3 g (190 mmol, 2 eq) of nitroethane was added 1 mL of cyclohexylamine and 0.5 mL of AcOH and resulting solutin was heated with reflux for 3 h, cooled down, diluted with IPA, strongly cooled in fridge, obtained light-yellow crystals filtered off, washed with hexane and dried. Yield – 10.75 g (62%).

Stage 2. 4-Fluoroamphetamine.

In 250 mL Erlenmayer flask was amalgamated 2.5 g of alu foil (see more detail about amalgamation in PiHKAL). To this foil was added the solution of 1.25 g of 4-fluoronitropropene in the mixture of 5 mL of AcOH and 10 mL of IPA. Then 15 mL of water was added. After several minutes the exothermic reaction was occurred with hydrogen emanation and foil dissolving. The reaction was compete after approx 30 min. The mixture was diluted with 200 mL of cold water, basified with alkaline solution, the product was extracted three times with DCM, organic layers were washed with water, dried with sodium sulfate and solvent was removed under reduced pressure. The clear colorless residue was dissolved in IPA, acidified with conc. HCl, then the solvent was evaporated, then co-evaporated more time with IPA, the residue was treated with ether, obtained crystals were filtered off, washed with ether and dried on air. Yield – 1.05 g (80%) – hydrochloride salt.

Info about bio-testing will be later. Watch for our advertisement.

IndoleAmine · Dreamreader Deluxe

Shit - this was next on my to-do list (not using cyclohexylamine; I mean Al/Hg of course)....

(anyway, now I don't have to experiment by myself - cool... Crying or Very sad

)

Good work though! Very Happy

i_a

MargaretThatcher · Wed Apr 13, 2005 3:57 am

Let us know if this route works. The most splendid substance.

IndoleAmine · Dreamreader Deluxe

For sure, you can bet on that.

(and my english starts to rust: I just had to look up "splendid" in a dictionary before I understood you.. Embarassed

)

Do you know anything about n-methylated 4-FA btw - is it active at all?

cheers

i_a

tetraedr · Wed Apr 13, 2005 9:12 am

IndoleAmine · Dreamreader Deluxe

Not that it would be on my to-do list too... Evil or Very Mad

(ok so I will try another substrate; and I won't tell ya until I've done it! Confused

)

Be sure to report back (especially since I'm actually deleting something from a certain list right now... Wink

).

i_a

Sandmeyer · Wed Apr 13, 2005 12:30 pm

Don't know about N-methyl, but p-fluoro-N-ethyl-amphetamine was tried at 200-300 mg level, with supplement of 100-150 mg when the decline in effect was felt. Duration is short - around 4 h. It has some emphatogen qualities the first 2 times. Physical sideffects included some nystagmus and teeth clenching at higher dose. Feeling of emptyness and melancholy was pronounced, which I experience from MDMA as well. This description might paint a picture of it being a MDxA substitute, but it is different. At additional trial it became more of a deliriant, creating some feverish hallucinatory state which resulted in sleep with nightmare quality, I have thrown it away after that potentially toxic resonse. I have no idea why this happened or if it is a response that is unique to myself.

IndoleAmine · Dreamreader Deluxe

"Feeling of emptyness and melancholy was pronounced, which I experience from MDMA as well." ...time to give your synapses a break maybe... (no offense)

(sounds like some serotonergic compound though, kinda at least)

AFAIK lenghtening the n-alkyl chain does result in diminished activity (MDxA and n-methylphenylisopropylamine are exceptions to this rule, the only common substances where n-methylation enhances activity). And I am tempted to say that as soon as the n-alkyl becomes longer than one carbon, activity is diminished again, I don't know any exceptions to this.
So maybe one can conclude that n-methylated 4F will probably be more potent than n-ethyl-4F?

4-F sounds like something to be careful with when playing around with lengthening the n-alkyl chain...

i_a

tetraedr · Fri Apr 15, 2005 10:56 pm

SWIM has got some preliminary resuts of biotesting 4-FA.

He found two volunteers, but he don not know them directly and I can publish here only short report from the friend of testers.

They used it intravenously, 150 mg each.
Both noticed that 4-FA looks like ordinary amphetamine, probably a little bit weakly. No empathogenic, no hallucinogenic properties. Nothing interesting, they said. But one tester has the strong headache after several minuts. He had to drink about 200 g of alcohol to cure this pain. Second tester did not feel uncomfortables during trip.

IndoleAmine · Dreamreader Deluxe

Far too much!! Laughing

If you take >100mg, the stimulant effects of 4-FA by far outweigh its empathogenic properties - but I doubt there is much empathy involved in its effects: https://www.synthetikal.com/Rhodiums_pdfs/pdf/4-fluoroamphetamine.pdf suggests that p-fluoro substituted phenylisopropylamines are more stimulant-like than other halogenated amphs: "The data presented suggest that p-fluoroamphetamine resembles amphetamine more than it does the 5-HT-releasing type amphetamines."

i_a

tetraedr · Sat Apr 16, 2005 12:23 am

SWIM has heard, that these testers are strong and regular users of amphetamine and methedrine. Because, probably, they did not feel the empathogenic properties of 4-FA. On the next days SWIM waiting for report from other testers with detailed comments, also he is going to check it by NMR and then he want to test it himself.

Thank you for the article link, I will check it later...

Waiting for our advertisements!

mind · Sat Apr 16, 2005 1:14 am

IndoleAmine · Dreamreader Deluxe

deleted

IndoleAmine · Dreamreader Deluxe

Just for clarifying: I said that you probably don't feel much empathogenic qualities of said substance when you take as much as 150mg or more, and that less is more in this case (and I suggested a dose of at most 100mg).

You construct the hypothesis that 100mg wouldn't do much, if anything at all; and back up your statement with the fact that in your experience you need 130mg of it (a whole 30mg more than I suggested!), then from that again you extrapolate that I probably talked about 200mg in my statement. Question

I wrote exactly what I intended to say, I maybe did NOT mean 200mgs but <100mg! I think 200mg is too much, exactly as 150mg are too much. I think 100mg are a good starting dose, if not less, since you can always work up to larger amounts another day if you are not satified with your test result, but too much is killing the positive effects.

I already said it, and hereby repeat my statement.

Wanna add anything useful, besides your experimental data? Then do so without criticizing something without need, please.

Thanks.

MargaretThatcher · Sat Apr 16, 2005 3:16 am

100 mg oral. Strangely mellow.