Hydrochloric Acid → 5-(Aminomethyl)-2-(2-methoxyethoxy)phenol

Participants

Reaction Steps

An amount of 3-hydroxy-4-(2-methoxyethoxy)benzaldehyde O-methyloxime (0.75 g, 3.33 mmol) in 10 mL of EtOH is added 1 mL of 12 N HCl and palladium on carbon. The reaction mixture is hydrogenated for 4 h. After removal of solid by filtration, solvent is evaporated to give yellow oil. Colorless solid is afforded after the oil is washed 5 times with EtOAc. Recrystallization from MeOH/EtOAc afforded 0.45 g (68.5% yield) of colorless solid: mp: 89-90° C.; MS (ESI) m/z 198.1 (M+H)+1

Provenance & Evidence