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ChemicalBook CAS DataBase List 3-fluoro-4-hydroxy-5-methoxybenzoic acid

3-fluoro-4-hydroxy-5-methoxybenzoic acid synthesis

3synthesis methods
-

Yield:773870-27-2 100%

Reaction Conditions:

with sodium chlorite;SULFAMIDE in 1,4-dioxane;water; for 0.5 h;Cooling with ice;

Steps:

80.2 Step (2): compound ii-15b → compound ii-15d

Amide sulfuric acid (48.7 g, 501 mmol) and water (750 mL) were added to asolutionofcompoundii-15b (38.8g, 228mmol) indioxane (750 mL). Theresultant solution was stirred while cooled with ice. To the solution was added sodium chlorite (45.3 g, 501 mmol). While cooled with ice, the solution was stirred for 30 minutes, and then thereto was dropwise added a 25% aqueous sodium hydrogensulfite solution (400 mL). Next, the resultant was subjected to extraction with ethyl acetate, and the organic phase was washed with a saturated saltsolution. The solution was dried over magnesium sulfate. Magnesium sulfate was filtrated off, and then the solution was concentrated. The residue was dried under reduced pressure to yield compound ii-15d (42.6 g, yield: 100%). 1H-NMR (DMSO-d6) δ: 10.08 (1H, s), 7.33-7.29 (2H, m), 3.85 (3H, s).

References:

EP2557082,2013,A1 Location in patent:Paragraph 0343; 0346

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