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ChemicalBook CAS DataBase List 4-fluoro-3-nitroanisole
61324-93-4

4-fluoro-3-nitroanisole synthesis

1synthesis methods
4-Fluoro-3-nitrophenol (3.14 g) was dissolved in acetone (40 ml). To this solution was added methyl iodide (5.68 g) and potassium carbonate (5.53 ) g) and the mixture was stirred at 40 °C for 6 hours. Then, dichloromethane (50 ml) was added to it, the ins
-

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

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