HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Chloro-2-(4-formyl-2-methoxy-phenoxy)-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Vanillin | HCID 1183 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-2-fluorobenzonitrile | HCID 93655 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Chloro-2-(4-formyl-2-methoxy-phenoxy)-benzonitrile | HCID 21930370 | 88% |
Reaction Steps
4-Chloro-2-fluorobenzonitrile (0.60 g, 3.9 mmol), vanillin (0.59 g, 3.9 mmol) and cesium carbonate (1.26 g, 3.9 mmol) were heated with stirring in dry DMF (4 ml) at 50° C. for 22 h. The reaction mixture was cooled, poured into water and extracted with ethyl acetate. The ethyl acetate layer was separated, washed with water, 10% aqueous sodium carbonate (2×), water (2×), brine, and dried over MgSO4. After filtration, the solvent was removed in vacuo to yield 4-chloro-2-(4-formyl-2-methoxy-phenoxy)-benzonitrile (0.98 g, 88%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119122B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-5885bbf2e09e45cfb5c576ec6f8b091b |
| Source note | uspto-grants-2006_10 |