3-Hydroxy-3-(3-nitrophenyl)propanenitrile → 3-(3-Aminophenyl)-3-hydroxypropanenitrile

Participants

Reaction Steps

A mixture of 3-hydroxy-3-(3-nitrophenyl)propanenitrile (11) (400 mg, 2.1 mmol) and Pd/C (20 mg, 10%) in EtOAc (15 ml) was degassed vacuum/hydrogen and then stirred at room temperature under H2 (balloon) for 15 hours. The mixture was filtered to remove the Pd/C and then concentrated under reduced pressure to give 3-(3-aminophenyl)-3-hydroxypropanenitrile (12) as while solid. Yield (390 mg, 99%). 1H NMR (400 MHz, CDCl3) δ 7.15 (t, J=8.0 Hz, 1H), 6.70-6.74 (m, 2H), 6.63-6.65 (m, 1H), 4.92 (t, J=6.0 Hz, 1H), 2.72 (d, J=6.0 Hz, 2H).

Provenance & Evidence