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| | 2-FLUORO-6-HYDROXYBENZALDEHYDE Basic information |
| | 2-FLUORO-6-HYDROXYBENZALDEHYDE Chemical Properties |
| Melting point | 37-39°C | | Boiling point | 201.3±20.0 °C(Predicted) | | density | 1.350±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 7.18±0.10(Predicted) | | form | powder to lump | | color | White to Yellow to Orange | | Sensitive | Air Sensitive | | BRN | 1935289 | | InChI | InChI=1S/C7H5FO2/c8-6-2-1-3-7(10)5(6)4-9/h1-4,10H | | InChIKey | FZIBGCDUHZBOLA-UHFFFAOYSA-N | | SMILES | C(=O)C1=C(O)C=CC=C1F | | CAS DataBase Reference | 38226-10-7(CAS DataBase Reference) |
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ALFA
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| | 2-FLUORO-6-HYDROXYBENZALDEHYDE Usage And Synthesis |
| Uses | 2-FLUORO-6-HYDROXYBENZALDEHYDE is used in the preparation of aromatic compounds as human PAI-1 inhibitors. | | Synthesis | Step 3: Synthesis of 2-fluoro-6-hydroxybenzaldehyde
A solution of 2-fluoro-6-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde (6.5 g, 29.0 mmol) and p-toluenesulfonic acid (TsOH, 2 g, 11.6 mmol) in dichloromethane (DCM, 30 mL) was stirred for 5 hours at room temperature. After completion of the reaction, the mixture was diluted with dichloromethane (100 mL). The organic layer was washed sequentially with saturated aqueous sodium bicarbonate and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 100:1 to 20:1 gradient elution) to afford 2-fluoro-6-hydroxybenzaldehyde (3.0 g, 74% yield) as a light yellow solid.
1H NMR (400 MHz, CDCl3): δ 11.49 (s, 1H), 10.29 (s, 1H), 7.46-7.52 (m, 1H), 6.79 (d, J = 8.8 Hz, 1H), 6.63-6.68 (m, 1H). | | References | [1] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 19, p. 2925 - 2929
[2] Patent: US2017/37038, 2017, A1. Location in patent: Paragraph 0096; 0378; 0382; 0383 |
| | 2-FLUORO-6-HYDROXYBENZALDEHYDE Preparation Products And Raw materials |
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