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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1600870Erstellt: 25. Oktober 2026

Triphenylphosphine → 3-(3-Cyclopentyloxy-4-methoxyphenyl)-3-(3-methanesulfonamidophenylethynyl)cyclohexan-1-one

https://huagongshe.com/reaction/1600870

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt3-(3-Cyclopentyloxy-4-methoxyphenyl)-3-ethynylcyclohexan-1-oneHCID 15392007—
EduktN-(3-iodophenyl)methanesulfonamideHCID 21830928—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTriethylamineHCID 8471—
Produkt3-(3-Cyclopentyloxy-4-methoxyphenyl)-3-(3-methanesulfonamidophenylethynyl)cyclohexan-1-oneHCID 2183093458,4%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of the compound from Example 3 (E1) (0.2 g, 0.64 mmol) and 1-iodo-3-methanesulfonamidobenzene (0.19 g, 0.64 mmol) in triethylamine (5 mL) under an argon atmosphere was added trace tetrakis(triphenylphosphine)palladium(0), copper(I) iodide and triphenylphosphine. The mixture was heated at 80° C. for 0.3 h, was cooled to room temperature and was concentrated in vacuo. The residue was purified by flash chromatography, eluting with 1:1 hexanes/ethyl acetate, to provide the title compound as a tan solid (0.18 g, 58%), m.p. 59-62° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05977122
Quelldatensatzuspto-grants-1999_11
ORD IDord-1bab991628954e9fabb127d7b62fe0a8
Quellennotizuspto-grants-1999_11