Piperazine → HCID 18436722, compound

Participants

Reaction Steps

A solution of 1-bromo-2-(2-methyl-2-nitro-propoxy)-benzene (2.30 g, 8.4 mmol), piperazine (1.8 g, 20 mmol), Pd2dba2 (384 mg, 0.4 mmol), BINAP (784 mg, 1.26 mmol), and NaOtBu (1.13 g, 12 mmol) in 34 mL of toluene was heated to 90° C. for 5 hrs. The solution was concentrated, dissolved in CH2Cl2 and filtered through celite. Purification by silica gel chromatography (4×20 cm SiO2, 0,1,2,3,4,5,7,9,11% 2M NH3 in MeOH/CH2Cl2 step gradient, 12 min each at 35 mL/min) afforded 1.72 g (6.15 mmol, 73%) of 1-[2-(2-methyl-2-nitro-propoxy)-phenyl]-piperazine as a yellow oil. LRMS (electrospray): 280.1 [M+1].

Provenance & Evidence