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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 578599Erstellt: 25. Oktober 2026

Ethanol → 2-(biphenyl-2-yl)-7-bromo-9,9-dimethyl-9H-fluorene

https://huagongshe.com/reaction/578599

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktSodium CarbonateHCID 10340—
EduktBiphenyl-2-boronic acidHCID 4589187—
Edukt2,7-Dibromo-9,9-dimethylfluoreneHCID 12123876—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTolueneHCID 1140—
Produkt2-(biphenyl-2-yl)-7-bromo-9,9-dimethyl-9H-fluoreneHCID 5762287663%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 35.2 g (100 mmol) of 2,7-dibromo-9,9-dimethyl-9H-fluorene, 21.8 g (110 mmol) of biphenyl-2-ylboronic acid, 2.31 g (2 mmol) of Tetrakis(triphenylphosphine)palladium, 75 ml of 2M Na2CO3, 150 ml of EtOH and 300 ml toluene was degassed and placed under nitrogen, and then heated at 100° C. for 12 h. After finishing the reaction. The mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica (hexane-dichloromethane) to give product (26.8 g, 63.0 mmol, 63%) as a white solid. 1H NMR (CDCl3, 400 MHz): δ 7.61 (d, J=7.8 Hz, 1H), 7.55˜7.53 (m, 2H), 7.49˜7.42 (m, 5H), 7.29 (d, J=8.0 Hz, 1H), 7.20˜7.14 (m, 5H), 6.98 (s, 1H), 1.21 (s, 6H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09040174B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-524a22c7898446ee9df4c0ed23cf42d6
Quellennotizuspto-grants-2015_05