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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 231733Erstellt: 26. Oktober 2026

Sodium Hydroxide → 4-(Methylthio)-2-(3-(trifluoromethyl)phenyl)-6-(4-(trifluoromethyl)phenyl)pyridine

https://huagongshe.com/reaction/231733

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt3'-(Trifluoromethyl)acetophenoneHCID 67682—
EduktAmmonium AcetateHCID 517165—
Edukt3,3-Bis(methylsulfanyl)-1-[4-(trifluoromethyl)phenyl]prop-2-EN-1-oneHCID 14551206—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(Methylthio)-2-(3-(trifluoromethyl)phenyl)-6-(4-(trifluoromethyl)phenyl)pyridineHCID 18941199,6%

Reaktionsschritte

To 20 ml of tetrahydrofuran solution containing 0.64 g of m-trifluoromethylacetophenone was added 0.9 g of potassium t-butoxide at room temperature, followed by stirring for 30 minutes. Further, 1 g of 3,3-bis-(methylthio)-1-(4'-trifluoromethylphenyl)-2-propen-1-one was added, followed by stirring for 1 hour. Subsequently, 20 ml of acetic acid and 3 g of ammonium acetate were added, and reaction was carried out for 3 hours under reflux, while distilling away tetrahydrofuran. The reaction liquid was neutralized with an aqueous solution of sodium hydroxide, and the neutralized solution was extracted twice with 50 ml portion of ethyl acetate. The extract was dried with anhydrous magnesium sulfate. Ethyl acetate was distilled away under reduced pressure and the residues were recrystallized from isopropanol to give 1.4 g of 2-(3'-trifluoromethylphenyl)-4-methylthio-6-(4'-trifluoromethylphenyl)pyridine. (m.p. 98.5° C.)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04849011
Quelldatensatzuspto-grants-1989_07
ORD IDord-aad2e82f5c7d4beaa8c357b3e6ebd071
Quellennotizuspto-grants-1989_07