HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Chloro-2-(4-formyl-3-methoxy-phenoxy)-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-2-fluorobenzonitrile | HCID 93655 | — |
| Reactant | 4-Hydroxy-2-Methoxybenzaldehyde | HCID 519541 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Chloro-2-(4-formyl-3-methoxy-phenoxy)-benzonitrile | HCID 21930389 | 83% |
Reaction Steps
4-Chloro-2-fluorobenzonitrile (0.60 g, 3.9 mmol), 4-hydroxy-2-methoxybenzaldehyde (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 21 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 magnesium sulphate. After filtration, the solvent was removed in vacuo to yield 4-chloro-2-(4-formyl-3-methoxy-phenoxy)-benzonitrile (0.93 g, 83%) as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119122B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-c8d5f26bf62b4986bfa90bafbfb7a05d |
| Source note | uspto-grants-2006_10 |