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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9340Erstellt: 24. Oktober 2026

Ammonium Chloride → [4-(3,3-Bis-biphenyl-4-yl-allylsulfanyl)-2-methyl-phenoxy]-acetic Acid

https://huagongshe.com/de/reaction/9340

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktPhenylboronic AcidHCID 66827—
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-biphenyl-4-yl-allylsulfanyl)-2-methyl-phenoxy]-acetic AcidHCID 9850329—

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 (297 mg, 0.54 mmol), phenylboronic acid (152 mg, 1.2 mmol), KF (104 mg, 1.79 mmol), Pd2(dba)3 (30 mg, 33 mmol) and Pd(P(t-Bu)3)2 (33 mg, 65 mmol). THF (6 ml) was added to the solid mixture keeping the mixture under nitrogen. The reaction mixture was stirred at room temperature for 1 h, followed by 4 h at 50° 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 column chromatography (eluent: dichloromethane:THF (8:3)) to give the title compound in 155 mg (53%) yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091245B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-98105445b39e4979b24da4a8f78d2882
Quellennotizuspto-grants-2006_08