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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2376978Erstellt: 25. Oktober 2026

Water → 1-(Phenylethynyl)-4-(phenylsulfonyl)benzene

https://huagongshe.com/reaction/2376978

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
EduktIodobenzeneHCID 11575—
Edukt4-PhenylsulfonylphenylethyneHCID 19939320—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTolueneHCID 1140—
Produkt1-(Phenylethynyl)-4-(phenylsulfonyl)benzeneHCID 2109940328%

Reaktionsschritte

A mixture of 1-ethynyl-4-(phenylsulfonyl)benzene (100 mg, 0.4 mmol), iodobenzene (0.05 mL, 0.44 mmol) and triethylamine (1 mL) in toluene (1 mL) was degassed. Copper(I) iodide (3 mg, 0.004 mmol) and dichlorobis(triphenylphosphine)-palladium(II) (3 mg, 0.004 mmol) were added and the reaction stirred at room temperature overnight. The mixture was poured into water and extracted with ethyl acetate. The organic layer was dried and concentrated in vacuo. The residue was purified by preparative HPLC to give the title compound (35 mg, 28%). δH (500 MHz, d6 DMSO): 7.97 (4H, dd, J=2.6, 8.4 Hz), 7.77-7.69 (3H, m), 7.64-7.56 (4H, m), 7.43-7.41 (3H, m).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07468393B2
Quelldatensatzuspto-grants-2008_12
ORD IDord-ba9a3283617640d78ac445ed19ea65b5
Quellennotizuspto-grants-2008_12