Methyl iodide → 3-Fluoro-4-nitroanisole

Participants

Reaction Steps

A stirred solution of 10.6 grams (0.068 mole) of 3-fluoro-4-nitrophenol, 12.0 grams (0.084 mole) of methyl iodide and 18.6 grams (0.135 mole) of potassium carbonate in 150 mL of 2-butanone was heated at 70° C. for about 18 hours. After this time, the reaction mixture was filtered and concentrated under reduced pressure to a residue. The residue was dissolved in diethyl ether, and the solution was washed with water. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding 11.4 grams of 2-fluoro-4-methoxynitrobenzene. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence