Benzaldehyde, 4-chloro-3-hydroxy- CAS 56962-12-0
Benzaldehyde, 4-chloro-3-hydroxy- Basic information
| Product Name: | Benzaldehyde, 4-chloro-3-hydroxy- |
| Synonyms: | Benzaldehyde, 4-chloro-3-hydroxy-;3-hydroxy-4-chlorobenzaldehyde;Benzaldehyde, 4-chloro-3-hydroxy- ISO 9001：2015 REACH |
| CAS: | 56962-12-0 |
| MF: | C7H5ClO2 |
| MW: | 156.57 |
| EINECS: | |
| Product Categories: | |
| Mol File: | 56962-12-0.mol |
Benzaldehyde, 4-chloro-3-hydroxy- Chemical Properties
| Melting point | 119-122° |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| Appearance | Yellow to brown Solid |
Safety Information
| HS Code | 2913000090 |
| Uses | 4-Chloro-3-hydroxybenzaldehyde can be used as a pharmaceutical synthesis intermediate. |
| Synthesis | 100-83-4 7310-94-3 56962-12-0 3-Hydroxybenzaldehyde (1 g, 10 mmol) was used as starting material and dissolved in acetonitrile (50 mL). To this solution, p-toluenesulfonic acid was added in batches at room temperature and after stirring for 5 minutes, N-chlorosuccinimide (NCS, 1.33 g, 10 mmol) was added. The reaction mixture was continued to be stirred at room temperature for 2 hours. Upon completion of the reaction, the reaction was quenched with aqueous sodium thiosulfate and subsequently diluted with ethyl acetate and brine. The organic layer was separated, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with petroleum ether/ethyl acetate (10:1 to 5:1) as eluent to afford 2-chloro-5-hydroxybenzaldehyde (340 mg, 21.7% yield, Intermediate 28a) and 4-chloro-3-hydroxybenzaldehyde (310 mg, 19.7% yield, Intermediate 28b) as yellow solids, respectively. 2-chloro-5-hydroxybenzaldehyde's 1H-NMR (CDCl3) data: δ 10.43 (s, 1H), 7.54-7.56 (d, 1H), 7.30-7.37 (m, 2H). 4-Chloro-3-hydroxybenzaldehyde 1H-NMR (CDCl3) data: δ 10.43 (s, 1H), 7.40 (d, 1H), 7.33 (d, 1H), 7.06- 7.09 (dd, 1H). |
| References | [1] Patent: WO2014/143799, 2014, A2. Location in patent: Page/Page column 391 [2] Patent: US2014/275528, 2014, A1. Location in patent: Paragraph 0322; 0323 |
Benzaldehyde, 4-chloro-3-hydroxy- Preparation Products And Raw materials
| Raw materials | 3-Hydroxybenzaldehyde-->N-Chlorosuccinimide-->p-Toluenesulfonic acid monohydrate |
| Preparation Products | 2-CHLORO-5-HYDROXYBENZALDEHYDE |
