Acetic Acid → 1-Amino-5,6,7,8-tetrahydro-2-[3-(4-phenyl-1-piperazinyl)propoxy]naphthalene

Participants

Reaction Steps

Iron powder (15 g, 0.27 mol), isopropyl alcohol (45 ml), water (11 ml), and acetic acid (1.5 ml, 26.2 mmol) were added to 5,6,7,8-tetrahydro-1-nitro-2-[3-(4-phenyl-1-piperazinyl)propoxy]naphthalene (5.5g, 13.9 mmol) and stirred for 2 hours under reflux. After cooling the reaction mixture, the mixture was added with potassium carbonate (10 g) that was dissolved in a small volume of water. After stirring for several minutes, ethyl acetate was added to the reaction mixture and the precipitates were removed by filtration. The filtrate was concentrated and the residue was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate, and then the solvent was evaporated to give 1-amino-5,6,7,8-tetrahydro-2-[3-(4-phenyl-1-piperazinyl)propoxy]naphthalene (4.9 g).

Provenance & Evidence