4-fluoro-3-nitroanisole synthesis

Yield: 92%

Reaction Conditions:

with potassium carbonate in acetone at 50;

Steps:

A Step A: 1-fluoro-4-methoxy-2-nitrobenzene
To a solution of 4-fluoro-3-nitrophenol (1.00 g, 6.37 mmol) in acetone (30 mL) was added K₂CO₃ (4.40 g, 31.8 mmol followed by Mel (0.796 mL, 12.7 mmol) at room temperature. The reaction mixture was stirred at 50° C. overnight. After dilution with DCM, the mixture was filtered through a Celite pad and washed with DCM. The filtrate was concentrated in vacuo. The residue was diluted with EtOAc, washed with 1 N aq. NaOH, dried over Na₂SO₄, filtered and concentrated in vacuo to afford 1-fluoro-4-methoxy-2-nitrobenzene (1.00 g, 92%) as a colorless oil. ¹H-NMR (400 MHz, CDCl₃): δ 7.54-7.52 (1H, m) 7.23-7.14 (2H, m), 3.86 (3H, s).

References:

BiSiChem Co., Ltd. US2021/40115, 2021, A1 Location in patent:Paragraph 0157