Nitric Acid → Benzene, 3-bromo-1-chloro-4-ethoxy-5-fluoro-2-nitro-

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Reaction Steps

To a solution of 30-3 (48.6 g, 192 mmol) in concentrated H2SO4 (240 mL) stirred at room temperature was added HNO3 (19 mL) dropwise. The mixture was allowed to stir at room temperature for two hours. The reaction mixture was then poured into ice water and extracted with ethyl acetate (3×800 mL). The organic layer was combined and concentrated under vacuum to get a crude product which was purified on silica gel column chromatography eluting with petroleum ether/ethyl acetate (10:1 to 1:1) to afford 30-4 (22.9 g, 40%) as a yellow solid. LRMS: calc 296.9 and found: 297.9 [M+1].

Provenance & Evidence