HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2,4-Dibromo-5-(2-fluoro-4-nitrophenoxy)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,2-Difluoro-4-nitrobenzene | HCID 123053 | — |
| Reactant | 2,4-Dibromo-5-hydroxybenzaldehyde | HCID 4303535 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,4-Dibromo-5-(2-fluoro-4-nitrophenoxy)benzaldehyde | HCID 86638472 | 70.6% |
Reaction Steps
2,4-Dibromo-5-hydroxy-benzaldehyde (50 g, 178.6 mmol), 1,2-difluoro-4-nitrobenzene (28.4 g, 178.6 mmol) and potassium carbonate (49.0 g, 357.2 mmol) are stirred in DMF (500 mL) at 60° C. for 2 hours. The reaction is quenched with water (1000 mL) and extracted with methyl tert-butylether (MTBE) (2×500 mL). The organic layer is washed with saturated sodium chloride aqueous solution (2×500 mL), dried with anhydrous sodium sulfate, and concentrated to obtain a yellow solid. The crude solid is recrystallized in EtOAc/PE (1:5) to give 2,4-dibromo-5-(2-fluoro-4-nitrophenoxy)benzaldehyde as a yellow solid (52.8 g, 70.6% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030302B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-031c0c7685b648cbad77b624f70de529 |
| Source note | uspto-grants-2011_10 |