HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydrofuran → 3-Bromo-2-methyl-5-[3-(trifluoromethyl)phenyl]thiophene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 3,5-Dibromo-2-methylthiophene | HCID 122373 | — |
| Edukt | 3-(Trifluoromethyl)phenylboronic acid | HCID 2734388 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 3-Bromo-2-methyl-5-[3-(trifluoromethyl)phenyl]thiophene | HCID 66939431 | 85,7% |
Reaktionsschritte
Under a nitrogen atmosphere, a mixture of 3,5-dibromo-2-methylthiophene (2.00 g), 3-(trifluoromethyl)phenylboronic acid (2.23 g), tetrakis(triphenylphosphine)palladium (0.45 g), cesium carbonate (5.09 g) and tetrahydrofuran (40 mL) was heated under reflux for 16 hr. The reaction mixture was cooled, water was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (2.15 g) as a solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08461348B2 |
| Quelldatensatz | uspto-grants-2013_06 |
| ORD ID | ord-99d89984852d4b4d9147b9157afb8d38 |
| Quellennotiz | uspto-grants-2013_06 |