Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Chloroanisole | HCID 12167 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Catalyst | Di-tert-butyl(1-methyl-2,2-diphenylcyclopropyl)phosphane | HCID 21909131 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Methoxybiphenyl | HCID 11943 | 90.5% |
Reaction Steps
Under a nitrogen atmosphere, 4-chloroanisole (0.30 g, 2.1 mmol), phenylboronic acid (0.37 g, 3.0 mmol), potassium phosphate n-hydrate (0.85 g), (π-allyl)palladium chloride (3.7 mg, 0.01 mmol), 2,2-diphenyl-1-(di-tert-butylphosphino)-1-methylcyclopropane (14.1 mg, 0.04 mmol) obtained in Example 4 and toluene (4 ml) were placed in a reaction flask and stirred for 3 hours at 80° C. The reaction mixture was cooled, washed with water, and dried over anhydrous magnesium sulfate. Then, the solvent was removed under reduced pressure, and the concentrate was purified by column chromatography to give the title compound (0.35 g, 90%) as white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07129367B2 |
|---|
| Source dataset | uspto-grants-2006_10 |
|---|
| ORD ID | ord-974d4a1b93cd4b85bbb97532d99b418f |
|---|
| Source note | uspto-grants-2006_10 |
|---|