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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 411829Erstellt: 25. Oktober 2026

3-(Trifluoromethyl)phenol → 2-(4-Chlorophenyl)-4-(3-trifluoromethylphenoxy)pyrimidine

https://huagongshe.com/reaction/411829

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-(Trifluoromethyl)phenolHCID 7376—
EduktPotassium CarbonateHCID 11430—
Edukt3,3-Dichloro-2-propenalHCID 17554—
Edukt4-Chlorobenzene-1-carboximidamide hydrochlorideHCID 203436—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt2-(4-Chlorophenyl)-4-(3-trifluoromethylphenoxy)pyrimidineHCID 986325480%

Reaktionsschritte

3,3-Dichloroacrolein (10 mmoles) diluted with dimethoxyethane (35 ml), is slowly added to a mixture consisting of a 4-chlorobenzamidine hydrochloride (10 mmoles), 3-trifluoromethylphenol (11 mmoles), potassium carbonate (40 mmoles) and dimethoxyethane (40 ml), which is stirred under reflux. When the addition of 3,3-dichloroacrolein is completed additional 4-chlorobenzamidine hydrochloride (1 mmoles) is added. The reaction mixture is stirred for 3 hours under reflux and subsequently cooled down to ambient temperature over night and filtered through silica. The organic phase is concentrated in vacuo. The residue was purified by chromatography on Al2O3 (petrol ethers/ethyl acetate: 20/1) to yield 2.79 g (80%) of the pure product having a melting point of 92° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06559307B2
Quelldatensatzuspto-grants-2003_05
ORD IDord-50784cb5d79444a4869a3c09146eedc7
Quellennotizuspto-grants-2003_05