Sulfuric Acid → Ethyl 6-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalene-3-carboxylate

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Reaction Steps

To 5 mL concentrated H2SO4 stirred at 0° C., was slowly added diethyl 2-(2-(4-fluorophenyl)-2-methylpropanoyl)malonate (1.6 g, 4.9 mmol). The reaction was stirred at 0° C. to room temperature for 1 hour, M+1=279. The resulting mixture was poured into 100 g crushed ice and extracted with EtOAc (3×50 mL). The combined organic layers were washed with H2O (20 mL), brine (20 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. The crude product was purified by column chromatography eluting with 20% EtOAc/hexane to give 1.2 g of the product as pale yellow solid. MS m/e=279 (M+H)+.

Provenance & Evidence