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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9342Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/9342

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktPotassium FluorideHCID 522689—
Edukt3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
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-(3'-trifluoromethyl-biphenyl-4-yl)-allylsulfanyl]-2-methyl-phenoxy}-acetic AcidHCID 21986783—

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 (231 mg, 0.42 mmol, example 1, step A–B), 3-(trifluoromethyl)phenylboronic acid (203 mg, 1.1 mmol), KF (81 mg, 1.39 mmol), Pd2(dba)3 (23 mg, 25 mmol) and Pd(P(t-Bu)3)2 (26 mg, 51 mmol). THF (5 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 10 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 HPLC to give the title compound in 140 mg (49%) yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091245B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-bb4c73dfe7584f60933d4cf801180706
Quellennotizuspto-grants-2006_08