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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1021260Erstellt: 25. Oktober 2026

Triethylamine → {2-Fluoro-3-[(trimethylsilyl)ethynyl]phenyl}methanol

https://huagongshe.com/reaction/1021260

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTrimethylsilylacetyleneHCID 66111—
Edukt3-Bromo-2-fluorobenzyl AlcoholHCID 26985646—
KatalysatorCopper iodideHCID 83717—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelEthyl AcetateHCID 8857—
Produkt{2-Fluoro-3-[(trimethylsilyl)ethynyl]phenyl}methanolHCID 86686224—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

Under argon atmosphere, ethynyl(trimethyl)silane (9.0 ml) was mixed with triethylamine (50 ml), and (3-bromo-2-fluorophenyl)methanol, bis(triphenylphosphine)palladium chloride (II) (1.54 g), and copper iodide (420 mg) were added thereto, followed by stirring at 90° C. overnight. The reaction mixture was cooled to room temperature, and EtOAc was added thereto, followed by filtering using Celite as a filtration adjuvant. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain {2-fluoro-3-[(trimethylsilyl)ethynyl]phenyl}methanol (4.88 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08716470B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-df3195c3b90844b58834d087b34f5f85
Quellennotizuspto-grants-2014_05