Acetamidomalonic acid diethyl ester → Diethyl(acetylamino)(bis(4-fluorophenyl)methyl)malonate

Participants

Reaction Steps

To a solution of diethyl acetamidomalonate (238 mg, 1.1 mmol) in N,N-dimethylformamide (1 mL) was added 55% sodium hydride (44 mg, 1.1 mmol), and the mixture was stirred at room temperature for 1 hr. Bis(4-fluorophenyl)methylene chloride (93 μL, 0.5 mmol) and tetra-n-butylammonium iodide (24 mg) were added, and the mixture was stirred at 50° C. for 16 hrs and then at 80° C. for 16 hrs. After completion of the reaction, HPLC quantitative analysis was performed to confirm 161 mg of the title compound (Inertsil ODS-2, 0.03 M phosphate buffer:acetonitrile=90:10-25:75 (20 min), 220 nm, 1.0 mL/min, rt).

Provenance & Evidence