HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromophenol → 1-Bromo-2-phenoxy-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | 42.1% |
Reaction Steps
To a solution of 2-bromophenol (1 g, 5.84 mmol), phenylboronic acid (1.42 g, 11.69 mmol) and TEA (2.95 g, 29.2 mmol) in DCM (30 mL) was added Cu(OAc)2 (1.05 g, 5.84 mmol) and 4 Å molecular sieves (500 mg). The reaction mixture was stirred at room temperature over air with a dry tube attached for 16 h. The mixture was filtered and the filtrate was washed by water (50 mL) and brine (30 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated with the residue purified by column chromatography to give 612 mg of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906900B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-68a0aa84dddd45dc88370f1ca96eddfb |
| Source note | uspto-grants-2014_12 |