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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 334258Erstellt: 23. Oktober 2026

Sodium Carbonate → (1,1'-Biphenyl)-2-carboxaldehyde

https://huagongshe.com/de/reaction/334258

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktPhenylboronic AcidHCID 66827—
Edukt2-BromobenzaldehydeHCID 81129—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelSodium BicarbonateHCID 516892—
Produkt(1,1'-Biphenyl)-2-carboxaldehydeHCID 12105275,2%

Reaktionsbedingungen

Temperatur160 °C

Reaktionsschritte

2-Bromobenzaldehyde (315 μL, 2.70 mmol), phenylboronic acid (395 mg, 3.24 mmol), Pd(PPh3)4 (31 mg, 0.027 mmol) and Na2CO3 (430 mg, 4.05 mmol) were dissolved in N,N-dimethylformamide (20 mL) in a reaction vessel and refluxed at 160° C. for 6 hours. After the reaction was completed, the reaction mixture was diluted with EtOAc and saturated NaHCO3 solution was added. The organic layer obtained by extracting the aqueous layer with EtOAc was dried with anhydrous MgSO4 and then filtered. The filtrate was concentrated under reduced pressure and the concentrate was purified by column chromatography (hexane:diethyl ether=8:1) to obtain 369 mg of the target compound (2.03 mmol, 75.0%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883796B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-cf70e14551404b549f65d855c83a2831
Quellennotizuspto-grants-2014_11