Hydrochloric Acid → 4-Ethoxy-1-iodo-3,5-dimethoxybenzene

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Reaction Steps

To a solution of 4-iodo-2,6-dimethoxyphenol (JP61-207432A) (100.0 mg, 0.360 mmol) in dimethylformamide (1.0 mL) were added ethyl iodide (84.0 mg, 0.540 mmol) and a 50% dispersion of sodium hydride in mineral oil (19.0 mg, 0.40 mmol). After stirring at room temperature for 1 hour, the reaction mixture was poured into 0.10 M hydrochloric acid, and the resulting mixture was extracted with diethyl ether. The organic layer was washed with saturated aqueous sodium hydrogencarbonate and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to afford 4-ethoxy-1-iodo-3,5-dimethoxybenzene as a colorless amorphous powder (102.0 mg, yield: 93%).

Provenance & Evidence