Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Ethyl 3-bromobenzoate | HCID 90488 | — |
| Edukt | (2,4-Dimethylphenyl)boronic acid | HCID 4198739 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | Ethyl 2',4'-dimethyl[1,1'-biphenyl]-3-carboxylate | HCID 23111852 | 104,6% |
Reaktionsschritte
(2,4-Dimethylphenyl)boronic acid (3.0 g, 20.0 mmol), ethyl 3-bromobenzoate (4.3 g, 18.8 mmol) and cesium carbonate (9.8 g, 30.0 mmol) were added to a mixture of ethanol (20 mL) and toluene (80 mL), and after argon substitution, tetrakis(triphenylphosphine)palladium(0) (0.30 g, 0.26 mmol) was added. The reaction mixture was stirred under an argon atmosphere at 70° C. for 18 hrs. The reaction mixture was cooled and insoluble material was filtered off through celite. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:10) to give the title compound (5.0 g, yield 100%) as a colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07456218B2 |
|---|
| Quelldatensatz | uspto-grants-2008_11 |
|---|
| ORD ID | ord-a82fda5bbb3f4b1b9fdea821085eb06c |
|---|
| Quellennotiz | uspto-grants-2008_11 |
|---|