(3-Amino-4-benzyloxyphenyl)acetonitrile → 5-(2-Aminoethyl)-2-benzyloxyaniline

Participants

Reaction Steps

In the presence of Raney nickel, 9.5 g of (3-amino-4-benzyloxyphenyl)acetonitrile is hydrogenated in 60 ml of ammonia-saturated methanol at 100° C. and under a pressure of 5,000 kPa. The hydrogenation product is chromatographed on silica gel with methylene chloride/methanol (7:3), thus obtaining 6.82 g of 5-(2-aminoethyl)-2-benzyloxyaniline as an oil, converted by treatment with 2N HCl in methanol and evaporation into the hydrochloride.

Provenance & Evidence