Methyl 2-chloro-5-nitrobenzoate → HCID 53980342, compound

Participants

Reaction Steps

A solution of 17.25 g of acetophenone oxime in 100 ml of dimethylformamide is added dropwise to a suspension of 5.92 g of 62.5% sodium hydride in 400 ml of dimethylformamide under ice-cooling. The mixture is stirred at the same temperature for 1.5 hours. A solution of 25.04 g of methyl 2-chloro-5-nitrobenzoate in 150 ml of dimethylformamide is added to the mixture, the mixture is stirred for 1 hour. The reaction mixture is poured into ice-water and the aqueous mixture is extracted with ethyl acetate. The extract is washed with an aqueous saturated sodium chloride solution, dried and evaporated to remove solvent. The residue is recrystallized from isopropanol to give 26.7 g of acetophenone O-(2-methoxycarbonyl-4-nitrophenyl)oxime as yellow needles.

Provenance & Evidence