Hydrochloric Acid → HCID 131733862, compound

Participants

Reaction Steps

To a fine suspension of 11D (985 mg, 2.54 mmol) in MeOH (10 mL) was added 10% Pd—C (50 mg, 0.047 mmol). The mixture was evacuated and flushed with hydrogen (3×), then was stirred under an atmosphere of hydrogen for 22 h. The reaction mixture was filtered and concentrated to afford a colorless solid. The solid was suspended in 4N HCl in dioxane (6 mL, 24.00 mmol). The suspension was stirred at rt for 1 h, then concentrated to give 11E (840 mg, 2.54 mmol, 100% yield) as an off-white solid. MS (ESI) m/z: 259.1 [M+1]+. 1H NMR (400 MHz, MeOD) δ ppm 6.60 (1H, d, J=2.0 Hz), 6.54 (1H, dd, J=13.6, 2.3 Hz), 4.31 (2H, s), 2.87-2.97 (1H, m), 2.75 (3H, s), 1.24-1.31 (2H, m), 1.05-1.13 (2H, m).

Provenance & Evidence