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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 368917Erstellt: 24. Oktober 2026

Triphenylarsine → 4-Acetylbiphenyl

https://huagongshe.com/de/reaction/368917

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylarsineHCID 11773—
EduktLithium ChlorideHCID 433294—
EduktPotassium FluorideHCID 522689—
EduktTributylphenyltinHCID 607632—
Edukt4-Acetylphenyl TrifluoromethanesulfonateHCID 2769355—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt4-AcetylbiphenylHCID 711368%

Reaktionsschritte

Table 1, Entry 11. In the reaction tube were mixed 4-acetylphenyl triflate (0.268 g, 1.0 mmol), phenyltributyltin (0.441 g, 1.2 mmol), Pd2 dba3 (0.00916 g, 0.010 mmol), triphenylarsine (0.0245 g, 0.080 mmol), lithium chloride (0.127 g, 3.0 mmol) and 1.0 ml NMP.under nitrogen. The contents of the flask were irradiated for 2.50 min with an effect of 50 W. After cooling, addition of 1 M aqueous KF (4 ml) with stirring for 120 min, were followed by dilution (DCM) and filtration through a pad of celite. The filtrate was washed with water (25 ml). Additional extraction of the aqueous phase was performed with DCM (2×25 ml). The combined extracts were washed with 25 ml saline and concentrated to an oil. The crude product was purified by column chromatography on silica gel using i-hexane/ethyl acetate (10/1) as the eluent. The yield was 68% (white solid).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06136157
Quelldatensatzuspto-grants-2000_10
ORD IDord-7947dcb83ce145efbc8e93dbce181aff
Quellennotizuspto-grants-2000_10