HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 1-Bromo-2-phenoxy-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Bromophenol | HCID 7244 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Bromo-2-phenoxy-benzene | HCID 37483 | 15.1% |
Reaction Steps
2-Bromophenol (1.22 mL, 11.6 mmol), phenylboronic acid (2.8 g, 23.1 mmol), Cu(OAc)2 (4.2 g, 23.1 mmol) and pyridine (4.66 mL, 57.8 mmol) were dissolved in dichloromethane (100 mL) in a reaction vessel holding 1 g of 4 Å M.S. and stirred at room temperature for 18 hours. After the reaction was completed, the reaction mixture was diluted with dichloromethane and filtered through Celite. The filtrate was extracted with 1 N NaOH and brine, and the organic layer was dried with anhydrous MgSO4 and filtered again. The filtrate was concentrated under reduced pressure) to obtain 436 mg of the target compound (1.75 mmol, 15.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883796B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-90e33a65ef7c4238965ed2a7af2d01d2 |
| Source note | uspto-grants-2014_11 |