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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1030865Erstellt: 26. Oktober 2026

Triethylamine → 3-[(4-Fluorophenyl)ethynyl]aniline

https://huagongshe.com/reaction/1030865

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1-Bromo-4-fluorobenzeneHCID 9993—
EduktBenzenamine, 3-ethynyl-HCID 104682—
KatalysatorTriphenylphosphineHCID 11776—
KatalysatorBis(triphenylphosphine)palladiumHCID 10122028—
LösungsmittelTolueneHCID 1140—
Produkt3-[(4-Fluorophenyl)ethynyl]anilineHCID 1988388196,4%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

A multinecked flask as described in Example 1 was charged with 50.0 g (0.28 mol) of p-bromofluorobenzene, 200 ml of dried, degassed triethylamine, 35.0 g (0.30 mol) of 3-aminophenylacetylene, 0.23 g (0.29 mmol) of bis(triphenyl phosphine) palladium II chloride, 1.03 g (3.92 mmol) of triphenylphosphine, and 0.1 g (0.52 mmol) of cuprous iodide. The reaction mixture was heated at 65° C. for 48 hours at which point gas chromatography showed the reaction to be complete. The mixture was cooled to room temperature and diluted with 200 ml of toluene. The toluene/triethylamine solution was decanted and concentrated on the rotary evaporator to give 75 g (0.27 mol, 96% yield) of the product as a bright yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05107026
Quelldatensatzuspto-grants-1992_04
ORD IDord-f533ca28edf546b5a71de855a664c98e
Quellennotizuspto-grants-1992_04