The Hive > Tryptamine Chemistry

New tryptamine literature

<< < (2/2)


This took like 3 seconds to google.  Im sure the rest are similarly easy to find (provided they exist)

--- Quote ---4-Acetoxy-N,N-dimethyltryptamine5 fumarate (2)
In a 250 mL Parr hydrogenation bottle was placed 0.25 g of 10% palladium on charcoal followed by anhyd sodium acetate (1.50 g, 18 mmol). Benzene (50 mL) was added, followed by acetic anhydride (5 mL, 5.41 g, 5.32 mmol), and 4 (0.50 g, 1.7 mmol). The mixture was shaken under 60 psig of hydrogen for 4 h. After the uptake of hydrogen had ceased the hydrogenation bottle was removed from the apparatus, the mixture was diluted with THF (25 mL), and the catalyst was removed by filtration through a pad of Celite 545. The catalyst was washed repeatedly with isopropanol (3 x 50 mL). The washings and mother liquor were collected separately because of unreacted Ac2O in the filtrate. The mother liquor was concentrated under vacuum to about one half the original volume, then toluene (50 mL) was added. The solution was again concentrated by rotary evaporation. The isopropanol washes were combined with the residue and also concentrated. The residue was then dissolved in anhyd MeOH (50 mL). Fumaric acid (0.198 g, 1.7 mmol) was dissolved in MeOH (10 mL) and added to the stirred methanolic solution of the residue. After stirring for 10 minutes, toluene (50 mL) was added and the solution was concentrated to dryness by rotary evaporation. Absolute EtOH was added to the residue and a white precipitate of 2 fumarate (0.290 g, 0.8 mmol) formed and was collected by filtration. The filtrate was evaporated and the residue was dissolved in a minimum amount of MeOH. EtOAc was added and clear crystals began to form. After storing the solution in a freezer at -10°C, 0.170 g of additional product was collected for a total yield of 0.460 g (74.8%); mp 172-173°C.
--- End quote ---

Some are known in Tihkal.  Others have never been produced in literature. Also looking for ALZ, AL-LAZ, and 1P-LSZ. 

The attached paper was kindly showed to me recently, it contains some good information.

It also contains a route to 4-OH-tryptamines:


[0] Message Index

[*] Previous page

Go to full version