4-Nitro-3-trifluoromethylphenol → Tert-butyl 4-(3-(4-nitro-3-(trifluoromethyl)phenoxy)propyl)piperazine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A 100 mL flask was charged with 4-nitro-3-(trifluoromethyl)phenol (commercially available from Acros; 0.31 g, 1.8 mmol), tert-butyl 4-(3-(methylsulfonyloxy)propyl)-piperazine-1-carboxylate (0.64 g, 2.0 mmol), cesium carbonate (1.2 g, 3.6 mmol) and DMA. The reaction mixture was heated to 90° C. for 15 hours. The reaction mixture was allowed to cool to room temperature, extracted with ethyl acetate and 10% aqueous lithium chloride solution. The organic solvent was removed on a rotary evaporator under reduced pressure to yield tert-butyl 4-(3-(4-nitro-3-(trifluoromethyl)phenoxy)propyl)piperazine-1-carboxylate that was used without further purification. MS (EI): 434 (MH+).

Provenance & Evidence