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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 708306Erstellt: 23. Oktober 2026

Thiophene, 2,3,5-tribromo- → 3-Bromo-2,5-bis(4-(tert-butyl)phenyl)thiophene

https://huagongshe.com/de/reaction/708306

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThiophene, 2,3,5-tribromo-HCID 76592—
Edukt4-tert-Butylphenylboronic acidHCID 2734320—
EduktSodium Carbonate MonohydrateHCID 2735133—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Bromo-2,5-bis(4-(tert-butyl)phenyl)thiopheneHCID 6797358389%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09176357B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-1995a93b609848b0a366d2f4f7a5bf92
Quellennotizuspto-grants-2015_11