Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 9-Bromoanthracene | HCID 74062 | — |
| Catalyst | Tri-o-tolylphosphine | HCID 80271 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 9-Phenylanthracene | HCID 11766 | 400.7% |
Reaction Steps
5.4 g (21.1 mmol) of 9-bromoanthracene, 2.6 g (21.1 mmol) of phenylboronic acid, 60 mg (0.21 mmol) of palladium acetate(II) (Pd(OAc)2), 10 mL (20 mmol) of an aqueous potassium carbonate (K2CO3) solution (2 mol/L), 263 mg (0.84 mmol) of tri(o-tolyl)phosphine (P(o-tolyl)3), and 20 mL of 1,2-dimethoxyethane (abbr.: DME) were mixed and stirred for 9 hours at 80° C. After the reaction, the precipitated solid was recovered by suction filtration, dissolved into toluene, and filtered through florisil, Celite®, and alumina. The filtrate was washed with a saturated aqueous sodium chloride solution and then dried with magnesium sulfate. After natural filtration, the filtrate was concentrated, thereby obtaining 21.5 g of objective 9-phenylanthracene as a light-brown solid with a yield of 85%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178885B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-d0cff4bf8f6c469f9298a3b96d7b11af |
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| Source note | uspto-grants-2012_05 |
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