Nitric Acid → 1-(2-Fluoro-5-nitrophenyl)ethan-1-one

Participants

Reaction Steps

In a 3-neck flask equipped with an internal thermometer was added sulfuric acid and cooled to 10° C. in an ice/salt/water batch. 2′-fluoroacetophenone (1 eq) in sulfuric acid was added dropwise over 10 minutes via addition funnel to produce a solution of 0.2M. Nitric acid (1.15 eq) in sulfuric acid was then added dropwise at a rate not to exceed 5° C. After complete addition resulting solution was allowed to stir at for 30 minutes. Solution was poured onto ice and extracted with ethyl acetate. Organics were washed with a saturated solution of sodium bicarbonate, brine, dried with sodium sulfate and concentrated. Crude product was purified using flash chromatography (85% Hex:15% EtoAc) on silica to afford 1-(2-fluoro-5-nitrophenyl)ethanone.

Provenance & Evidence