Decarboxylation

[foxy2]

Can anyone recommend a good otc high boiling solvent for tryptophan --> tryptamine ?
It would help if the amine was easily separated by means of acid/base methods.
Thanks Bees

[kokopelli]

cyclohexanol (tech. grade) with a ketone added will work fine...

check rhodium's page for more info..

kokopelli

[foxy2]

Awsome thanks
Ive got some sitting in the basement!
Yee Haw Here we come

[foxy2]

Do you think methylcyclohexane would work just as well, it seems thats what he had in the basement. 

"Chit"

[CHEM_GUY]

Doesn't acetone in  higher bioling solvent plus melatonin decarboxylate?

This post is for informational purposes only an is not intended to facilitate illegal activity.

[foxy2]

Will it?
Decarboxylate to what? NET
This compound is uninteresting, however a quick alkylation should solve that.
Please give more details and references.

"I love stout"

[foxy2]

Thanks
I have some methylcyclohexane but the bp is only 101C probably not high enough, considering the original cyclohexanol bp is around 161C.  Thanks for the solvents.
You must not have seen my acquisition thread on larger ketones. I need something much more common than acetophenone, however Merck does say that its in orange scented perfume. hmm that 100% yeild is just beging to get messed up.   Any suggestions on another otc ketone, i was thinking of trying to find MEK but thats my only idea.

I like your page Lilenthal, lots of info for those with a library card, probably best that way.


"Rhodium is my hero"

[foxy2]

Will melatonin be reduced to NET by the methods discussed here?  Its seems to me that it would not.  The whole chemistry is much different.

"Rhodium is my hero"

[CHEM_GUY]

I think  that the whole pursuit of a ketone is silly. 

Why not use a base catalyzed decarboxylation?  e.i. NaOH and solvent (water or ethylene glycol) + amide and heat

This post is for informational purposes only an is not intended to facilitate illegal activity.

[foxy2]

Do you have a real reference for this?  Please Post

"Sometimes i say things i wouldn't do, thats the beauty of Amerika"

[foxy2]

How about using good old turpentine for the decarboxylation.  Merck has no listed BP for it however it should be high enough and since its insol in H2O there will be no problems with the A/B extraction of my product.  Well i am going to give this a go this week with 5meo-tryptophan.
Later


"If you can't make cookies without burning them you shouldn't be here"

[KrZ]

[KrZ]

[foxy2]

KRZ
Bought the 5meo-tryptophan.  I have read the literature on the decarboxylation rxn, however i want to use an otc solvent.  Turpentine may work and i plan on trying this.  I will assay my results via GC as this is the only method of analysis i have.  Also i am useing MEK due to the higher bp than acetone.  Help if anyone has done this with all otc products.


"If you can't make cookies without burning them you shouldn't be here"

[CHEM_GUY]

I think that if you use the base catalyzed amide decompostion things will work out better and with less trouble, the only thing is is that you don't have CO2 devolpment to tell you when the reaction is over.

This post is for informational purposes only an is not intended to facilitate illegal activity.