HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 2-(3-Formyl-2-methoxy-phenoxy)4-methoxy-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Fluoro-4-methoxybenzonitrile | HCID 639878 | — |
| Reactant | 3-Hydroxy-2-methoxybenzaldehyde | HCID 11804953 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(3-Formyl-2-methoxy-phenoxy)4-methoxy-benzonitrile | HCID 21930380 | 74.5% |
Reaction Steps
2-Fluoro-4-methoxy-benzonitrile (0.28 g, 1.8 mmol), 3-hydroxy-2-methoxybenzaldehyde (0.28 g, 1.8 mmol) and cesium carbonate (0.90 g, 2.4 mmol) were heated with stirring in dry DMF (4 mL) at 50° C. for 40 h. The reaction mixture was cooled, poured into 1N sodium hydroxide solution and extracted with ethyl acetate. The ethyl acetate layer was separated, washed with 1N sodium hydroxide solution (4×), water (4×), brine (1×), and dried over MgSO4. After filtration, the solvent was removed in vacuo to yield 2-(3-formyl-2-methoxy-phenoxy)4-methoxy-benzonitrile (0.38 g, 73%) as a tan oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119122B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-75f5396988f4493b87e605d8e5b85e90 |
| Source note | uspto-grants-2006_10 |