HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 8-Phenylquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 8-Bromoquinoline | HCID 140109 | — |
| Reactant | HCID 178508935 | HCID 178508935 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 8-Phenylquinoline | HCID 521930 | — |
Reaction Steps
A degassed solution of 8-bromoquinoline (1.0 g, 4.81 mmol) (Aldrich) in dioxane (50 mL)/H2O (10 mL) was treated with phenylboronic acic (0.64 g, 5.29 mmol) (Aldrich), Pd(Ph3P)4 (0.050 g, 0.04 mmol) and K2CO3 (0.73 g, 5.29 mmol). After refluxing for 4 hours under a N2 atmosphere the reaction was allowed to cool, diluted with EtOAc and separated. After drying over Na2SO4 and SiO2 chromatography (95:5 Hexanes/EtOAc) the titled compound was isolated as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06696438B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-7ee4d1dafaa0482b89966060c44d6552 |
| Source note | uspto-grants-2004_02 |