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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 644447Erstellt: 24. Oktober 2026

Styrene → 5-Chloro-2-methoxy-beta-phenylstyrene

https://huagongshe.com/de/reaction/644447

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktStyreneHCID 7501—
EduktTriethylamineHCID 8471—
EduktTriphenylphosphineHCID 11776—
Edukt2-Bromo-4-chloroanisoleHCID 521935—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-Chloro-2-methoxy-beta-phenylstyreneHCID 6857876535,6%

Reaktionsschritte

Palladium acetate (21 mg, 7 mol %) was added to a solution of 2-bromo-4-chloroanisole (300 mg, 1.4 mmol), styrene (211 mg, 2 mmol), triethylamine (13 μL, 0.1 mmol) and triphenylphosphine (50 mg, 1.9 mmol) in acetonitrile (6 mL), and the mixture was refluxed for 8 hours under argon atmosphere. After the reaction mixture was cooled to room temperature, the solvent was concentrated under reduced pressure and the obtained residue was diluted with ethyl acetate (15 mL). After the solution was washed successively with 2N hydrochloric acid, water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=10:1) to give the title compound (118 mg, 35.6%) as a white powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07700655B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-bc323d90db4149c59ce4603da76843ae
Quellennotizuspto-grants-2010_04