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ChemicalBook CAS DataBase List 5-Hydroxytryptamine

5-Hydroxytryptamine synthesis

14synthesis methods
-

Yield:50-67-9 100%

Reaction Conditions:

with palladium 10% on activated carbon;ammonium formate in methanol at 70; for 0.75 h;Inert atmosphere;

Steps:

4.2.3 RRN 82,83,84General procedure for the hydrogenolysis for the synthesis of the natural products
General procedure: Psilocin, Bufotenin and Serotonin. To a stirred suspension of the suitable tryptamine (0.25mmol) and an equal weight of 10% Pd-C in dry methanol (7mL), anhydrous ammonium formate (71mg, 1.125mmol) was added in a single portion under N2. The resulting reaction mixture was stirred at 70°C for 45min. The solution was filtered through a pad of Celite, the solvent was removed under reduce pressure and the residue was purified by flash column chromatography on silica gel (DCM:MeOH 9:1 and 1% of TEA) to give the corresponding natural product in quantitative yield.

References:

Bartolucci, Silvia;Mari, Michele;Di Gregorio, Giovanni;Piersanti, Giovanni [Tetrahedron,2016,vol. 72,# 18,p. 2233 - 2238]

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