3-Fluoro-4-(methylsulphonyl)benzoic acid synthesis
- Product Name:3-Fluoro-4-(methylsulphonyl)benzoic acid
- CAS Number:185945-88-4
- Molecular formula:C8H7FO4S
- Molecular Weight:218.2
254878-95-0
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185945-88-4
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Yield:185945-88-4 99%
Reaction Conditions:
with hydrogenchloride;sodium chlorite;sodium dihydrogen phosphate monohydrate;dihydrogen peroxide in water;acetonitrile at 0 - 20;
Steps:
1 3-fluoro-4-(methylsulfonyl)benzoic acid (102)
To a solution of 3-fluoro-4-(methylsulfonyl)benzaldehyde 101 (11.50 g, 56.87 mmol) in CH3CN (105 mL) at the room temperature, a buffer solution of NaH2P04.4H20 (1.86 g, 9.69 mmol) and cone. HCI (1.2 mL) in water (39.1 mL) and then H202 (35%, 9.7 mL, 285.21 mmol) were added. The reaction mixture was cooled to 0 °C and a solution of NaCI02 (7.21 g, 79.72 mmol) in water (133 mL) was added dropwise. After stirring at room temperature for 5 h, the solvents were removed to half a volume and the white solid was collected by filtration. The filtrate was treated with cone. HCI and some more products were precipitated and collected by filtration. The combined solid was dried in a vacuum oven at 45 °C to give 3-fluoro-4-(methylsulfonyl)benzoic acid 102 (12.31 g, 99%) as a white powder. M.p. and 1HNMR consistent with the desired product.
References:
WO2014/31012,2014,A1 Location in patent:Page/Page column 51-52
177756-61-5
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185945-88-4
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