HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 3-Fluoro-2-(3-formyl-2-methoxyphenoxy)-4-methylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Hydroxy-2-methoxybenzaldehyde | HCID 11804953 | — |
| Reactant | 2,3-Difluoro-4-methylbenzonitrile | HCID 17750692 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Fluoro-2-(3-formyl-2-methoxyphenoxy)-4-methylbenzonitrile | HCID 21930445 | 31% |
Reaction Steps
2,3-Difluoro-4-methylbenzonitrile (0.21 g, 1.4 mmol), 3-hydroxy-2-methoxybenzaldehyde (0.21 g, 1.4 mmol) and cesium carbonate (0.45 g, 1.4 mmol) were heated with stirring in dry DMF (4 mL) at 50° C. for 18 h. The reaction mixture was cooled, poured into 0.1N sodium hydroxide-solution and extracted with diethyl ether. The ether layer was separated, washed with 0.1N sodium hydroxide solution (2×), water (3×), brine (1×), and dried over MgSO4. After filtration, the solvent was removed in vacuo, and purified by chromatography to yield 3-fluoro-2-(3-formyl-2-methoxyphenoxy)-4-methylbenzonitrile (0.12 g, 31%) as a colourless glass.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119122B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-f8c49107ca374087829d623d81910357 |
| Source note | uspto-grants-2006_10 |