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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 531140Erstellt: 26. Oktober 2026

Sodium Carbonate → 2',4'-Difluoro-3-hydroxy[1,1'-biphenyl]-4-carbaldehyde

https://huagongshe.com/reaction/531140

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2,4-Difluorophenylboronic acidHCID 2734334—
Edukt4-Bromo-2-hydroxybenzaldehydeHCID 4066019—
Edukt2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2',4'-Difluoro-3-hydroxy[1,1'-biphenyl]-4-carbaldehydeHCID 5322037397,3%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 4-bromo-2-hydroxybenzaldehyde (7.5 g), (2,4-difluorophenyl)boronic acid (8.84 g), tris(dibenzylideneacetone)dipalladium (0) (1.367 g), 2M aqueous sodium carbonate solution (56.0 mL) and dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine (1.53 g) in toluene (70 mL) was stirred at 100° C. under nitrogen atmosphere overnight. The mixture was diluted with ethyl acetate and water. The organic layer was separated and concentrated in vacuo. The residue was passed through a silica gel pad and concentrated in vacuo. The residue was crystallized from methanol-water (80 mL-20 mL) to give the title compound (8.50 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09353108B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-298f52b8b3634dd3988285784454a942
Quellennotizuspto-grants-2016_05