HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Thiophene, 2,3,5-tribromo- → 3-Bromo-2,5-bis(4-(tert-butyl)phenyl)thiophene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Thiophene, 2,3,5-tribromo- | HCID 76592 | — |
| Edukt | 4-tert-Butylphenylboronic acid | HCID 2734320 | — |
| Edukt | Sodium Carbonate Monohydrate | HCID 2735133 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-Bromo-2,5-bis(4-(tert-butyl)phenyl)thiophene | HCID 67973583 | 89% |
Reaktionsschritte
Sodium carbonate monohydrate (58.0 g, 468 mmol) was dissolved in water (500 mL) and a solution of 4-(tert-butyl)-phenylboronic acid (40.0 g) and 2,3,5-tribromothiophene (30.0 g, 94 mmol) in THF (500 mL) was added, and deoxygenated by bubbling with argon. Pd(PPh3)4 (5.0 g, 4.30 mmol) was added and the mixture refluxed for 24 h. The mixture was cooled and the aqueous phase separated and extracted with EtOAc. Organic fractions were combined washed with water (500 mL) and dried over MgSO4. The solvent was evaporated and the crude product washed in MeOH, filtered and dried overnight to afford a light yellow, powdery solid (35.46 g, 89%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09176357B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-1995a93b609848b0a366d2f4f7a5bf92 |
| Quellennotiz | uspto-grants-2015_11 |