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ChemicalBook CAS DataBase List 2-Fluoro-4-nitrobenzoic acid

2-Fluoro-4-nitrobenzoic acid synthesis

3synthesis methods
-

Yield:403-24-7 81%

Reaction Conditions:

with chromium(VI) oxide;periodic acid in acetonitrile; for 1 h;

Steps:

56

Periodic acid (1.69 g, 7.41 mmol) was dissolved in acetonitrile (25 mL) by vigorous stirring, and then chromium trioxide (0.16 g, 1.60 mmol) was dissolved into the solution. 2-Fluoro-4- nitrotoluene (0.33 g, 2.13 mmol) was added to the above solution with stirring. A white precipitate formed immediately with exothermic reaction. After 1 h of stirring, the supernatant liquid of the reaction mixture was decanted to a flask, and the solvent was removed by evaporation. The residues were extracted with methylene chloride (2x30 mL) and water (2x30 mL). The organic layer was dried over MgSO4, and concentrated to give 2-Fluoro-4-nitrobenzoic acid (Formula 37) (0.32 mg, 81%) as a white solid. 1HNMR δ 8.06 (ddd, 1 H, J=9.9, 2.2 and 0.3), 8.13 (ddd, 1 H, /=8.6, 2.2 and 0.9), 8.25 (ddd, 1 H,J=8.6, 7.0 and 0.3).

References:

WO2006/124118,2006,A1 Location in patent:Page/Page column 78

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