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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1943515Erstellt: 26. Oktober 2026

Tetrahydrofuran → 5-(4'-Ethyl-3-fluorobiphenyl-4-yl)thiophene-2-carbaldehyde

https://huagongshe.com/reaction/1943515

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktSodium CarbonateHCID 10340—
Edukt5-Bromothiophene-2-carbaldehydeHCID 78428—
Edukt4'-Ethyl-3-fluorobiphenyl-4-boronic acidHCID 53402575—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelToluene ethanolHCID 21863594—
Produkt5-(4'-Ethyl-3-fluorobiphenyl-4-yl)thiophene-2-carbaldehydeHCID 58160682—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 58.5 g (0.31 mol) of 5-bromothiophene-2-carbaldehyde, 75.5 g (0.31 mol) of 4′-ethyl-3-fluoro-4-biphenylboronic acid, 17.0 g (14.7 mmol) of tetrakis(triphenylphosphine)palladium(0) and 375 ml of 2 N sodium carbonate solution in 935 ml of toluene/ethanol (1:1.5) is heated at 80° C. for 1 h. After cooling, the precipitated product is firstly dissolved by addition of THF. The organic phase is separated off, and the aqueous phase is extracted with MTBE. The combined organic phases are washed with sat. sodium chloride solution, and the solution is dried using sodium sulfate. The residue remaining after removal of the solvents is digested in toluene, and the product is filtered off, giving 5-(4′-ethyl-3-fluorobiphenyl-4-yl)thiophene-2-carbaldehyde as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08394293B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-f49fa3f2b40e494593479e1b16ae875b
Quellennotizuspto-grants-2013_03