Hydrochloric Acid → N-[3-(Aminomethyl)-5-(1-methylethyl)phenyl]acetamide

Participants

Reaction Steps

To a stirring solution of 91.9 mg (0.459 mmol) of N-(3-cyano-5-(prop-1-en-2-yl)phenyl)acetamide and 110 mg (0.466 mmol) of CoCl2.6H2O in 3 mL of EtOH at 50° C. was added 118 mg of NaBH4 in 2 portions. After 3 h 45 min., 5 N HCl was added to a pH=1, and the mixture was concentrated. Ammonium hydroxide was added to a pH=9, and H2O was also added. The aqueous layer was extracted with the extract of (40 mL CHCl3: 5 mL of MeOH: 5 mL of H2O) (2×). The combined extracts were dried over Na2SO4, filtered, and concentrated to provide the crude N-(3-(aminomethyl)-5-isopropylphenyl)acetamide which was used without further purification.

Provenance & Evidence