Hydrochloric Acid → HCID 69966628, compound

Participants

Reaction Steps

A solution of 10-benzyl-3,3-dimethyl-7,8,9,10,11,12-hexahydro-3H-azepino[4,5-b]pyrano[3,2-e]indole (0.065 g, 0.18 mmol, Example 11) in ethanol (20.0 mL) was hydrogenated in the presence of palladium on carbon (0.035 g) and 2 N hydrochloric acid (0.09 mL, 0.1 8 mmol) at 55 psi for 3 days. Palladium on carbon (0.035 g) was added and continued hydrogenation for another 4 days. After filtration through a pad of celite, the filtrate was concentrated in vacuo to dryness. The residue was recrystallized from EtOAc/MeOH to give 0.017 g (30%) of colorless solid as the desired product: mp>258° C. (dec.); 1H NMR (300 MHz, MeOH-d4) δ 7.00, 6.52, 3.47, 3.22-3.13, 1.89-1.85, 1.33; MS (ESI+) m/z 271 (M++H).

Provenance & Evidence