Diethyl Malonate → Diethyl 2-(2,3-difluoro-4-nitrophenyl)malonate

Participants

Reaction Steps

To diethyl malonate (5.1 g, 32 mmol) in N-methylpyrrolidone (50 ml) at 0° C. were added sodium hydride (1.6 g×60% in oil) then 2,3,4-trifluoronitrobenzene (5.4 g, 31 mmol) in more N-methylpyrrolidone (10 ml) at 20° C. After 2 h at room temperature the reaction was poured into aqueous ammonium chloride and extracted with ethyl acetate. Drying (MgSO4), evaporation, and chromatography of a 10% sample of the product (20 g silica with 0-25% ethyl acetate in hexane) gave 0.5 g of a 1:1 mixture of the title compound and diethyl 2-(2,3-difluoro-6-nitrophenyl)malonate which was used directly in D16.

Provenance & Evidence