High!
swim needs some help again...
In his dream he found 20g of tryptophol in his fridge... the tryptophol told swim that it would be much happier it it would get converted to DIPT, DET and DMT...
so swim wants to help the tryptophol to fulfil it´s wishes...
On Rhodium swim found 2 methods:
1. Brominate with PBr3 to get 3-(2-bromoethyl)-indole. This compound can be reacted with the amine to get the dialkyltryptamine.
2.
Into a flask fitted with a Dean-Stark recieving trap were placed 0.1 moles of tryptophol [2-(3-indolyl)-ethanol], 0.1 moles of a secondary amine [dimethylamine for DMT], 4ml of skeletal nickel [Raney Ni] suspension in water and 100ml of benzene or xylene [I assume toluene is good too]. The reaction mixture was refluxed, and the condensed water collected for four hours, the hot solution filtered and the catalyst washed repeatedly with benzene or xylene [or toluene] and the mother liquor concentrated under vacuum. The product was either distilled in vacuo or isolated as the hydrochloride by acidifying with an equivalent of hydrogen chloride solution [they are probably referring to a non-aqueous HCl solution here]. The yields were in the 82-98% range.
Now there are a lot of open questions to swim, he hope some bee finds some time to help swim...
ad 1) The Bromination shouldnt be a problem at all, the yeilds should be quite good. The reaction should take place at room temperature - so just stir the Tryptophol and Phosphortribromide in Ether overnight, ad water, dry the organic phase and evaporate.
The second step could be a pain - Dimethylamin is only available in watery solution....wouldthis work? Swim has no chance to do pressurized reactions, Would it be ok to let the thing just react at room temperature for some days?
any experiences with that synthesis?
ad 2) This synthesis seems to be very promising, but some bees noticed that the solubility of the amine in boiling Toluene gant be great, and experience reports arent available at the hive... any ideas on that? maybe some russian bees?
would homemade raney-nickel suffice for that purpose?
some helpful answers would be great 
many thanks!
xicori
Edit: Post 407891
(Rhodium: "o-Iodoaniline + Butynol -> Tryptophol -> DMT", Tryptamine Chemistry)
...this route looks also very promising...but i think mesyl chloride may be hard to get.... But even in the paper cant be found reaction details... can anyone help out here?
