2-[4-(4-Nitrophenyl)piperazino]-1-ethanol

103-76-4

350-46-9

5521-38-0

To a stirred suspension of anhydrous dimethyl sulfoxide (10 mL) of 1-fluoro-4-nitrobenzene (2 g, 14.17 mmol) and potassium carbonate (3.92 g, 28.3 mmol) was slowly added 2-(piperazin-1-yl)ethanol (2.089 mL, 17.01 mmol). The reaction mixture was heated and stirred at 80°C for 16 hours. After completion of the reaction, it was cooled to room temperature and the mixture was poured into water (100 mL) and extracted with ethyl acetate (30 mL). The aqueous layer was separated and a second extraction was performed with ethyl acetate (2 x 30 mL). All organic phases were combined and concentrated under reduced pressure to remove the solvent. The concentrated residue was ground in water (100 mL) to precipitate a solid. The solid product was collected by vacuum filtration and dried under vacuum with a stream of nitrogen for 16 h to afford the target compound 2-[4-(4-nitrophenyl)piperazine]-1-ethanol (3.45 g, 97% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 8.11 (d, 2H), 6.82 (d, 2H), 3.68 (t, 2H), 3.44 (t, 4H), 2.67 (t, 4H), 2.62 (t, 2H), 2.55 (br s, 1H).Results of the analysis by LCMS (Method C): retention time (RT) = 0.45 min, m/z = 252 [M + H]+.