Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Chlorobiphenyl | HCID 16323 | 90% |
Reaction Steps
To a solution of iodobenzene (102 mg), 4-chlorophenylboronic acid (117 mg), and potassium carbonate (138 mg) in ethanol (3 ml) was added the plated mesh catalyst precursor (12 mm by 14 mm, wire diameter of 0.1 mm, opening of 0.154 mm) prepared in Example 6 and heated for 12 hours at 80° C. The reaction mixture was cooled to room temperature, and the mesh catalyst precursor was taken off from the mixture and washed with ethanol. The solvent was distilled away from the reaction mixture under reduced pressure. The residue was purified by column chromatography on silica gel (n-hexane) to give an intended product, 4-chlorobiphenyl quantitatively. The catalyst precursor taken off from the mixture could be recycled at least ten times with an average yield of not less than 90%. The wet-gilded type and the dry-gilded type provided the similar results.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09175004B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-738a9ab675ea4d5683e7d679c35508ba |
|---|
| Source note | uspto-grants-2015_11 |
|---|