Tryptamine synthesis
- Product Name:Tryptamine
- CAS Number:61-54-1
- Molecular formula:C10H12N2
- Molecular Weight:160.22
The synthesis of tryptamines is typically conducted following a classic route starting with a Mannich reaction of an indole heterocycle, followed by quaternization of the amine, nucleophilic substitution with highly toxic cyanide and final reduction.
![Carbamic acid, N-?[2-?(1H-?indol-?3-?yl)?ethyl]?-?, phenylmethyl ester](/CAS/20210305/GIF/38750-13-9.gif)
38750-13-9
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61-54-1
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Yield:61-54-1 94%
Reaction Conditions:
with hydrogen;palladium in ethanol;ethyl acetate; under 22502.3 Torr;
Steps:
2
To debenzylate a given model compound (cBz-tryptamine) in accordance with the above reaction scheme (to 3-ethyl-aminoindol), the reservoir 104 of the hydrogenation apparatus 100 was filled with, as a sample solution, a stock solution of a 1:1 mixture of EtOAc:EtOH containing cBz-tryptamine in a concentration of 0.05 mol/dm3. At the same time, a catalyst of 10% by weight bone black palladium was arranged within the reactor 110 as the catalyst packing. After this, a flow rate of 0.1 ml/s was set within the apparatus by means of the feed pump 102, while a pressure of 30 bar was generated in the flow path by means of the pressure-adjusting unit 112. During the operation of the apparatus these values were continuously maintained. The produced hydrogenate, i.e. the 3-ethyl-aminoindol was collected in the product receptacle 114, and then was subjected to an analytical assay (HPLC UV, λ=254 nm; mass spectroscopy). As a result of the analysis, we concluded that the collected hydrogenate was of the purity of 97%, and the yield of the reaction was about 94%.
References:
US2011/34704,2011,A1 Location in patent:Page/Page column 6
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