HCID 59452837, compound → HCID 39239230, compound

Participants

Reaction Steps

Palladium on carbon (10% by weight, 300 mg) and N,N-dimethyl-2-[(4-methyl-3-nitrophenyl)oxy]ethanamine (2.6 g, 12 mmol), dissolved in EtOH (40 mL), were transferred to a Fischer-Porter vessel. The vessel was evacuated twice and back-filled with N2. The N2 pressure was released and the vessel kept under a 60 psi of H2 pressure for 12 h. The H2 pressure was released, the reaction filtered through celite, and concentrated to provide the title compound (2.5 g, 95% yield). 1H NMR (400 MHz, CDCl3) δ ppm 2.09 (s, 3H), 2.32 (s, 6H), 2.69 (t, J=5.9 Hz, 2H), 3.58 (br s, 2H), 4.01 (t, J=5.9 Hz, 2H), 6.27-6.31 (m, 2H), 6.90-6.95 (m, 1H).

Provenance & Evidence