HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 22475204, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2-fluoro-1-iodobenzene | HCID 2724516 | — |
| Reactant | 4-Bromo-2-fluorobenzeneboronic acid | HCID 2773333 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Anisole | HCID 7519 | — |
| Solvent | Toluene water | HCID 22272177 | — |
| Product | HCID 22475204 | HCID 22475204 | 47.1% |
Reaction Steps
Tetrakis(triphenylphosphine)palladium (0.15 g, 0.13 mmol) was dissolved in anisole (15 mL). 1-Bromo-3-fluoro-4-iodobenzene (2.0 g, 6.6 mmol), 4-bromo-2-fluorobenzeneboronic acid (1.45 g, 6.6 mmol) and potassium carbonate (2.7 g, 19.9 mmol) together with another 15 mL anisole were added. The above mixture was stirred for 16 h at 80° C. under 10 bar carbon monoxide pressure. The reaction mixture was allowed to cool, added to a toluene/water mixture (120 mL, 1:1) the phases were separated and the water phase was extracted twice with toluene. Organic phases were pooled, washed with brine and the solvent was evaporated. Crystallization from hexane afforded the title compound as white crystals (1.17 g, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576088B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-836f4adff1214b8894dd6c8ef1615b4b |
| Source note | uspto-grants-2009_08 |