Dimethylformamide → HCID 66751021, compound

Participants

Reaction Steps

To a stirred solution of 4-(benzyloxy)benzoic acid (913 mg) and N,N-dimethylformamide (0.01 mL) in tetrahydrofuran (30 mL) was added oxalyl chloride (0.508 mL) at room temperature. After 1 h the reaction mixture was concentrated under reduced pressure to provide the residue and the residue was dissolved in tetrahydrofuran (30 mL). A mixture of 1-(2-tert-butylphenyl)piperazine dihydrochloride obtained in Reference Example 1 (1.0 g) and triethylamine (1.67 mL) was added to the solution and stirred at room temperature for over-night. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by flash column chromatography (NH-silica gel, ethyl acetate) to provide the title compound (1360 mg, 79%) as a solid.

Provenance & Evidence