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HRID 481199Erstellt: 26. Oktober 2026

Tri-o-tolylphosphine → Ethyl (E)-4-[2-(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethenyl]-benzoate

https://huagongshe.com/reaction/481199

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTri-o-tolylphosphineHCID 80271—
Edukt7-Bromo-4,4-dimethyl-1,2,3,4-tetrahydronaphthalen-1-oneHCID 10753357—
EduktEthyl 4-vinylbenzoateHCID 10866858—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelTriethylamineHCID 8471—
ProduktEthyl (E)-4-[2-(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethenyl]-benzoateHCID 12069038—

Reaktionsbedingungen

Temperatur95 °C

Reaktionsschritte

To a solution of 520.0 mg (2.00 mmol) of 3,4-dihydro-4,4-dimethyl-7-bromo-naphthalen-1(2H)-one (Compound G), and 510.0 mg (2.90 mmol) of ethyl 4-vinylbenzoate in 4.0 mL of triethylamine (degassed by sparging with argon for 25 minutes), was added 124.0 mg (0.40 mmol) of tris(2-methylphenyl) phosphine, followed by 44.0 mg (0.20 mmol) of palladium(II)acetate. The resulting solution was heated to 95° C. for 2.5 h, cooled to room temperature, and concentrated under reduced pressure. Purification by column chromatography (10% EtOAc/hexanes) afforded the title compound as a colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06653483B1
Quelldatensatzuspto-grants-2003_11
ORD IDord-0b024d96a65c45d99daf9b8aa13144fc
Quellennotizuspto-grants-2003_11