HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Chloro-2-(2-ethoxy-3-formylphenoxy)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-2-fluorobenzonitrile | HCID 93655 | — |
| Reactant | 2-Ethoxy-3-hydroxybenzaldehyde | HCID 10678631 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Chloro-2-(2-ethoxy-3-formylphenoxy)benzonitrile | HCID 21930382 | 82.9% |
Reaction Steps
4-Chloro-2-fluorobenzonitrile (0.35 g, 2.2 mmol), 2-ethoxy-3-hydroxybenzaldehyde (0.37 g, 2.2 mmol) and cesium carbonate (0.73 g, 2.2 mmol) were heated with stirring in dry DMF (4 mL) at 50° C. for 19 h. The reaction mixture was cooled, poured into water and extracted with ethyl acetate. The ethyl acetate layer was separated, washed with 1N sodium hydroxide solution (2×), water (2×), brine (1×), and dried over MgSO4. After filtration, the solvent was removed in vacuo to yield 4-chloro-2-(2-ethoxy-3-formylphenoxy)benzonitrile (0.55 g, 82%) as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07276528B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-7f78406dab534fbdb9eb1ce0ee5b6168 |
| Source note | uspto-grants-2007_10 |