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| | Methyl 2-fluoro-5-hydroxybenzoate Basic information |
| | Methyl 2-fluoro-5-hydroxybenzoate Chemical Properties |
| Melting point | 88-90° | | Boiling point | 290.7±25.0 °C(Predicted) | | density | 1.309±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | pka | 9.16±0.18(Predicted) | | form | solid | | color | Beige |
| | Methyl 2-fluoro-5-hydroxybenzoate Usage And Synthesis |
| Synthesis | General procedure for the synthesis of methyl 2-fluoro-5-hydroxybenzoate from methanol and 2-fluoro-5-hydroxybenzoic acid: 2-fluoro-5-hydroxybenzoic acid (3e) (780 mg, 5 mmol) was dissolved in 100 mL of methanol. Thionyl chloride (0.8 mL, 10 mmol) was added slowly and dropwise in an ice bath (0 °C) and under stirring conditions, followed by refluxing the reaction mixture for 2 hours. After completion of the reaction, the reaction solution was concentrated and purified by column chromatography (eluent ratio of petroleum ether: ethyl acetate = 2:1) to afford methyl 2-fluoro-5-hydroxybenzoate (3f) 833 mg as a white solid in 98% yield. The product was characterized by 1H NMR (600 MHz, DMSO-d6): δ 9.73 (s, 1H), 7.20-7.18 (m, 1H), 7.13-7.09 (m, 1H), 6.99-6.97 (m, 1H), 3.80 (s, 3H); ESI-MS m/z: calculated value 170.04, measured value 171.25 [M + H]+. | | References | [1] Patent: WO2018/5336, 2018, A1. Location in patent: Page/Page column 98
[2] Patent: EP2799435, 2014, A1. Location in patent: Paragraph 0051; 0065; 0067
[3] Patent: US2015/51211, 2015, A1. Location in patent: Paragraph 0091; 0093
[4] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3141 - 3147 |
| | Methyl 2-fluoro-5-hydroxybenzoate Preparation Products And Raw materials |
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