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HRID 1370Erstellt: 23. Oktober 2026

Tri-o-tolylphosphine → Ethyl (E)-4-[2-(5,6-dihydro-5,5-dimethyl-8-(phenylthio)naphthalenyl)ethenyl]benzoate

https://huagongshe.com/de/reaction/1370

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTri-o-tolylphosphineHCID 80271—
EduktEthyl 4-vinylbenzoateHCID 10866858—
Edukt4,4-Dimethyl-7-bromo-1-phenylthio-3,4-dihydronaphthaleneHCID 15896018—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelTriethylamineHCID 8471—
ProduktEthyl (E)-4-[2-(5,6-dihydro-5,5-dimethyl-8-(phenylthio)naphthalenyl)ethenyl]benzoateHCID 19695074—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a degassed solution of 0.35 g (1.0 mmol) of 2-bromo-5,6-dihydro-5,5-dimethyl-8-(phenylthio)-naphthalene (Compound A35) and 0.34 g (1.9 mmol) of ethyl 4-vinylbenzoate in 4.0 mL of triethylamine, was added 0.066 g (0.2 mmol) of tri-o-tolylphosphine and then 0.025 g (0.1 mmol) of palladium(II) acetate. The reaction was heated at 90° C. for 2.25 h. The reaction was concentrated in vacuo. The residue was purified by flash chromatography (silica, 5% ethyl acetate in hexane), followed by recrystallization using EtOH to afford the title compound as white crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05723666
Quelldatensatzuspto-grants-1998_03
ORD IDord-6359f090cbac49c6a126e41999e4f8b9
Quellennotizuspto-grants-1998_03