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 | US07276528B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-d4e827f357b24cc1a11f0717c612bf34 |
| Source note | uspto-grants-2007_10 |