Ethyl 2-Cyano-2-methylpropionate → Ethyl 3-amino-2,2-dimethylpropanoate

Participants

Reaction Steps

To a slurry of Raney-Ni (1.6 g, 50% in H2O, rinsed 3 times with EtOH before use) in EtOH (78 mL) was added ethyl 2-cyano-2-methylpropanoate (5 g, 35 mmol). The resulting mixture was stirred under a hydrogen atmosphere at room temperature for 20 hours. The liquid was then carefully decanted into another flask and the metal was washed twice with EtOH. The combined EtOH solution was concentrated in vacuo to give the title compound in 4.5 g, which was used in the subsequent step without further purification. 1H NMR (CDCl3, 200 MHz): δ=4.13 (q, 2H, J=7.0 Hz), 2.74 (s, 2H), 1.26 (t, 3H, J=7.0 Hz), 1.17 (s, 6H).

Provenance & Evidence