HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromobenzene → 3-Bromo-4'-fluorobiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromobenzene | HCID 7927 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Bromo-4'-fluorobiphenyl | HCID 2756977 | 65.1% |
Reaction Steps
A suspension of 1,3-dibromobenzene (25.3 g), 4-fluorophenylboronic acid (5.00 g) and 2M aqueous sodium carbonate solution (35.7 ml) in DMF (250 ml) was degassed. Tetrakis(triphenylphosphine)palladium(0) (2.06 g) was added under an argon atmosphere and the mixture was refluxed under heating for 21 h. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate, washed twice with water and washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and distilled under reduced pressure to give the title compound (5.84 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07141598B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-14740fd59638486f80f8b42d9c8e9241 |
| Source note | uspto-grants-2006_11 |