Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

To a solution of 3-ethyl-4-methoxybenzonitrile (6-2, 0.12 g, 0.71 mmol) in MeOH (3.5 mL) was added Pearlman's catalyst (0.020 g, 0.036 mmol, 20 weight percent) and concentrated HCl (0.47 mL, 5.71 mmol, 12 N). The system was then stirred under an atmosphere of hydrogen via a balloon overnight. The reaction contents were filtered through a pad of celite and solvents were removed in vacuo to yield the desired product (6-3) as a salmon colored crystalline solid in the form of a mono HCl salt. ESI+MS [M+H]+ C8H12N2O2: M-16 (—NH2), 149.07 found, 149.2 required.

Provenance & Evidence