O-Methylbufotenine → HCID 11806221, compound

Participants

Reaction Steps

A mixture of 5-methoxy-N,N-dimethyltryptamine (0.200 g, 0.939 mmol) and palladium on carbon (10%, 200 mg) in 50 M aqueous HCl (50 ml) was hydrogenated at 50 psi overnight. The catalyst was removed by filtration, and the filtrate was extracted with dichloromethane (3×25 ml). The combined organic extracts were evaporated in vacuo and the residue was purified by flash chromatography (silica gel, CH2Cl2—MeOH—NH3(aq); 92:8:0.8) to give 94 mg (47%) of the title compound; δH (250 MHz, CDCl3) 1.71 (1H, m), 1.99 (1H, m), 2.26 (6H, s), 2.37 (2H, m), 3.20 (1H, t, J=8.0 Hz), 3.27 (1H, m), 3.68 (1H, t, J=8.0 Hz), 3.75 (3H, s), 6.60-6.61 (2H, m), 6.73 (1H, m).

Provenance & Evidence