3-{[(2E)-2-(1-Azabicyclo[2.2.2]oct-3-ylidene)-2-fluoroethyl]oxy}-9H-carbazole → 2-{[(2E)-2-(1-Azabicyclo[2.2.2]oct-3-ylidene)-2-fluoroethyl]oxy}-9H-carbazole

Participants

Reaction Steps

After dissolving (E)-3-[2-(carbazol-2-yloxy)-1-fluoroethylidene]quinuclidine (95.5 g, 284 mmol) in ethanol (7.0 l) while heating under reflux, a hydrogen chloride ethanol solution (about 5M, 90 ml) was added to the resulting solution with ice-cooling, spending 3 minutes. After additional 0.5 hour of ice-cooling, the thus precipitated crystals were collected by filtration and dried to give the title compound (85.2 g, 228 mmol, 80%).

Provenance & Evidence