METHYL 2-FLUORO-4-HYDROXYBENZOATE synthesis
- Product Name:METHYL 2-FLUORO-4-HYDROXYBENZOATE
- CAS Number:197507-22-5
- Molecular formula:C8H7FO3
- Molecular Weight:170.14
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197507-22-5
General procedure for the synthesis of methyl 2-fluoro-4-hydroxybenzoate from methanol and 2-fluoro-4-hydroxybenzoic acid: Referring to Example 10 of the literature; 2-fluoro-4-hydroxybenzoic acid (50.0 g) was dissolved in methanol (700 mL), concentrated sulfuric acid (10 mL) was added as a catalyst, and the reaction was carried out with heating and stirring for 16 hrs. at 90 °C. After the reaction was completed, the reaction solution was concentrated, and the resulting colorless crystals were washed with water and dried to obtain the target product methyl 2-fluoro-4-hydroxybenzoate (51 g, 94% yield) as colorless crystals. The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 3.79 (3H, s), 6.61-6.72 (2H, m), 7.73-7.79 (1H, m), 10.80 (1H, br).
67-56-1
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65145-13-3
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197507-22-5
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Yield: 94%
Reaction Conditions:
with sulfuric acid at 90; for 16 h;
Steps:
10
Reference Example 10; methyl 2-fluoro-4-hydroxybenzoate A solution of 2-fluoro-4-hydroxybenzoic acid (50.0 g) and concentrated sulfuric acid (10 mL) in methanol (700 mL) was stirred at 90°C for 16 hr with heating. The reaction solution was concentrated, and the resulting colorless crystals were washed with water, and dried to give the title compound (51 g, yield 94%) as colorless crystals. 1H NMR (300 MHz, DMSO-d6) 5: 3.79 (3 H, s), 6.61 - 6.72 (2 H, m), 7. 73 - 7.79 (1 H, m), 10.80 (1 H, br).
References:
Takeda Pharmaceutical Company Limited EP2392573, 2011, A1 Location in patent:Page/Page column 39
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197507-22-5
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