|
|
| | 3-Chloro-5-hydroxybenzaldehyde Basic information |
| | 3-Chloro-5-hydroxybenzaldehyde Chemical Properties |
| Melting point | 104 °C | | Boiling point | 268.3±20.0 °C(Predicted) | | density | 1.404±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 8.28±0.10(Predicted) | | Appearance | Light brown to brown Solid |
| | 3-Chloro-5-hydroxybenzaldehyde Usage And Synthesis |
| Synthesis | Using 3-chloro-5-methoxybenzaldehyde (22.8 g, 134 mmol) as starting material, it was dissolved in dichloromethane (250 mL) and the solution was cooled to 0°C. Boron tribromide (15.8 mL, 167 mmol) was slowly added dropwise over a period of 15 min. After the dropwise addition was completed, the reaction mixture continued to be stirred at 0°C for 2 hr. Subsequently, water (50 mL) was added slowly to quench the reaction. The reaction mixture was extracted with ether (2 x 100 mL), the organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated in vacuum. Purification by silica gel column chromatography using hexane: ethyl acetate (4:1) as eluent gave the target product 3-chloro-5-hydroxybenzaldehyde (5.2 g, 25% yield). The product was confirmed by 1H NMR (300 MHz, CDCl3): δ 9.85 (s, 1H), 7.35 (s, 1H), 7.20 (s, 1H), 7.10 (s, 1H), 3.68 (s, 1H). | | References | [1] Patent: WO2003/101957, 2003, A1. Location in patent: Page 29-30
[2] Patent: US2004/19033, 2004, A1. Location in patent: Page/Page column 16
[3] Patent: WO2003/101423, 2003, A1. Location in patent: Page 19-20
[4] Patent: WO2003/101424, 2003, A1. Location in patent: Page 21-22
[5] Patent: WO2003/101956, 2003, A1. Location in patent: Page 40 |
| | 3-Chloro-5-hydroxybenzaldehyde Preparation Products And Raw materials |
|