Hydrochloric Acid → HCID 18679302, compound

Participants

Reaction Steps

A solution containing 10-benzyl-7-(4-phenoxybutyl)-7,8,9,10,11,12-hexahydro-3H-azepino[4,5-b]pyrano[3,2-e]indole (0.085 g., 0.18 mmol, Example 5) in ethanol (10.0 mL) was hydrogenated in the presence of palladium-on-carbon (0.04 g.) and 2 N hydrochloric acid (0.09 mL, 0.18 mmol) at 50 psi for 16 hours. After filtration through a pad of celite, the filtrate was concentrated in vacuo. The residue was recrystalized from EtOAc/MeOH to yield the title compound (0.075 g, 99%) as a light yellow solid. 1H NMR (300 MHz, MeOH-d4) δ 7.24-7.19, 7.03, 6.90-6.80, 6.57, 4.18-4.06, 3.85, 3.47-3.32, 3.28-3.17, 3.11, 2.04-1.95, 1.89-1.65, 1.40-1.25, 0.95-0.81; MS (ESI+) m/z 391 (M++H).

Provenance & Evidence