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HRID 9343Erstellt: 25. Oktober 2026

Ammonium Chloride → [4-(3,3-Bis-[1,1';4',1'']terphenyl-4-yl-allylsulfanyl)-2-methyl-phenoxy]-acetic Acid

https://huagongshe.com/reaction/9343

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukt1,1'-Biphenyl-4-yl-boronic acidHCID 151253—
EduktPotassium FluorideHCID 522689—
Edukt{4-[3,3-Bis-(4-bromo-phenyl)-allylsulfanyl]-2-methyl-phenoxy}-acetic acidHCID 10370262—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
KatalysatorHCID 178418851HCID 178418851—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt[4-(3,3-Bis-[1,1';4',1'']terphenyl-4-yl-allylsulfanyl)-2-methyl-phenoxy]-acetic AcidHCID 10055479—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

In an evaporated schlenk flask kept under nitrogen atmosphere were added {4-[3,3-bis-(4-bromo-phenyl)-allylsulfanyl]-2-methyl-phenoxy}-acetic acid (225 mg, 0.41 mmol, example 1, step A–B, biphenylboronic acid (163 mg, 0.8 mmol), KF (79 mg, 1.35 mmol), Pd2(dba)3 (23 mg, 25 mmol) and Pd(P(t-Bu)3)2 (26 mg, 51 mmol). THF (6 ml) was added to the solid mixture keeping the mixture under nitrogen. The reaction mixture was stirred at 50° C. for 2 h, followed by 10 h at 70° C. A saturated solution of ammonium chloride (5 ml) was added, and the mixture was extracted with dichloromethane (2×20 ml). The organic phases were dried and evaporated. The residue was purified by HPLC to give the title compound in 55 mg (19%) yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091245B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-eb92e10054a6426ebcb60995047ce53d
Quellennotizuspto-grants-2006_08