methyl 2-piperazin-2-ylacetate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a suspension of methyl piperazin-2-ylacetate (0.40 g, 1.73 mmol) in DMF (2.5 mL) was added 1-(2-bromoethyl)-4-nitrobenzene (1.0 g, 4.3 mmol), tetrabutyl ammonium iodide (cat.) and potassium carbonate (1.20 g, 8.7 mmol). The mixture was stirred at room temperature for 12 hours. The reaction mixture was diluted with water and extracted with ethyl acetate (3×). The combined organics were washed with water (2×) and brine, then dried (Na2SO4), filtered and concentrated. The desired methyl {1,4-bis[2-(4-nitrophenyl)ethyl]piperazin-2-yl}acetate was purified by mass-directed HPLC. LC-MS (IE, m/z): 456.2 [M+1]+. (0.39 μM) extracted with ethyl acetate (3×) The combined organics were washed with water (2×) and brine dried (Na2SO4) filtered concentrated The desired methyl {1,4-bis[2-(4-nitrophenyl)ethyl]piperazin-2-yl}acetate was purified by mass-directed HPLC