Methyl iodide → 1-(3-Bromo-5-chloro-4-fluoro-2-methoxyphenyl)ethanone

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Reaction Conditions

Reaction Steps

A mixture of 1-(3-bromo-5-chloro-4-fluoro-2-hydroxyphenyl)ethanone (5.3 g, 20 mmol), potassium carbonate (7.2 g, 52 mmol) and methyl iodide (2.7 mL, 44 mmol) in N,N-dimethylformamide (20 mL) was heated at 60° C. for 1 hour. The mixture was filtered and washed with ethyl acetate. The filtrate was diluted with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and evaporated to dryness. The residue was purified on silica gel, eluting with 0 to 20% ethyl acetate in hexane, to yield the desired product (39% yield). LCMS calculated for C9H8BrClFO2 (M+H)+: m/z=280.9, 282.9. found: 280.8, 282.8.

Provenance & Evidence