Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 9-Bromoanthracene | HCID 74062 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 9-Phenylanthracene | HCID 11766 | — |
Reaction Steps
25.4 g (100 mmol) of 9-bromoanthracene, 12.8 g (105 mmol) of phenylboronic acid, 0.233 g (1.00 mmol) of palladium(II) acetate, and 0.913 g (3.00 mmol) of tri(ortho-tolyl)phosphine were put into a 500 mL three-neck flask, and nitrogen substitution in the flask was carried out. Then, 100 mL of ethylene glycol dimethyl ether (abbreviation: DME) and 75 ml (150 mmol) of a potassium carbonate aqueous solution (2.0 mol/L) were added to this mixture. This solution was refluxed under a nitrogen gas stream at 90° C. for 6 hours. After completion of a reaction, a precipitate in the reaction mixture was collected by suction filtration. When an obtained solid was recrystallized with a mixed solvent of chloroform and hexane, 20.8 g of a white, powdery solid of 9-phenylanthracene, which was a target matter, was obtained with the yield of 82%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07612204B2 |
|---|
| Source dataset | uspto-grants-2009_11 |
|---|
| ORD ID | ord-98beee5f7d6f40f9aa18f54e79ea0060 |
|---|
| Source note | uspto-grants-2009_11 |
|---|