If I had to perform the reaction, this is what I would do to work it up:
* Evaporate the reaction mixture
* Make a NaOH (aq.) solution - say 10 % - and add this to the residue
* Extract with DCM
* Dry the combined DCM extracts over MgSO4
* Filter off the MgSO4
* Evaporate the DCM
* Vac. distill the tryptamine under reduced pressure
* Add ether to the distillate and gass the tryptamine with HCl
* Recrystalize the tryptamine.HCl with ... (who knows a good solvent for this?)
An alternative to the vac. distillation would be flash chromatography.
I don't know what would be the experimental work up. I 've just found the ref. for the reaction and Rhodium was so kind to look it up (cfr. post Post 361428 (https://www.thevespiary.org/talk/index.php?topic=13333.msg36142800#msg36142800)
(Cyrax: "Amino acid decarboxylation, need Chem Lett article", Tryptamine Chemistry) and the following).
Someone who has experience with the decarboxylation, feel free to post the prefered workup.