HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Bromo-2-(3-formyl-2-methoxyphenoxy)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Bromo-2-fluorobenzonitrile | HCID 736029 | — |
| Reactant | 3-Hydroxy-2-methoxybenzaldehyde | HCID 11804953 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-2-(3-formyl-2-methoxyphenoxy)benzonitrile | HCID 21930406 | 82.8% |
Reaction Steps
4-Bromo-2-fluorobenzonitrile (0.41 g, 2.0 mmol), 3-hydroxy-2-methoxybenzaldehyde (0.31 g, 2.0 mmol) and cesium carbonate (0.66 g, 2.0 mmol) were heated with stirring in dry DMF (4 mL) at 50° C. for 18 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 (1×), brine (1×), and dried over MgSO4. After filtration, the solvent was removed in vacuo to yield 4-bromo-2-(3-formyl-2-methoxyphenoxy)-benzonitrile (0.55 g, 81%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119122B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-2b2e32b4cd8140549479bc4b73cc4cff |
| Source note | uspto-grants-2006_10 |