Acetic Acid → 6-benzyloxy-3-methyl-2,3,4,9-tetrahydro-1H-beta-carboline

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(5-benzyloxy-1H-indol-3-yl)-1-methyl-ethylamine (58 mg, 0.21 mmol), 37% formaldehyde (17 uL, 0.23 mmol) and ethanol (2 ml) was heated in a sealed tube at 80° C. for 2 h. The mixture was cooled to rt and acetic acid (60.6 uL, 1.05 mmol) was added. The mixture was heated again in a sealed tube at 80° C. for 5 h. Evaporation of volatiles yielded 6-benzyloxy-3-methyl-2,3,4,9-tetrahydro-1H-β-carboline (40 mg).

Provenance & Evidence