Benzathine → Ethyl 1,4-dibenzylpiperazine-2-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of N1,N2-dibenzylethane-1,2-diamine (24 g, 100 mmol) in toluene (100 mL) was added TEA (24.2 g, 240 mmol). The mixture was heated to 80° C., and a solution of ethyl 2,3-dibromopropanoate (27.3 g, 105 mmol) in toluene (100 mL) was added dropwise over a period of 0.5 hour at 80° C. Then the mixture was stirred at the temperature for 12 hours and cooled to 25° C. The reaction mixture was washed with saturated NaHCO3 aqueous solution. The organic layer was dried over Na2SO4, and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PETROLEUM ETHER/EtOAc (V/V)=5/1) to give the title compound as yellow oil (22.7 g, 67%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence