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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2372431Erstellt: 26. Oktober 2026

Sodium Chloride → 1,1-Bis(methylthio)-2-(4-phenoxyphenyl)-1 butene

https://huagongshe.com/reaction/2372431

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
EduktHexaneHCID 8058—
Edukt3-Phenoxy-1-phenylpropan-1-oneHCID 3876355—
EduktBis(methylthio)(trimethylsilyl)methaneHCID 11008541—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1,1-Bis(methylthio)-2-(4-phenoxyphenyl)-1 buteneHCID 1467413396,2%

Reaktionsbedingungen

Temperatur-73 °C

Reaktionsschritte

Trimethylsilyl-bis(methylthio)methane, 2.65 g, was dissolved in 15 ml of tetrahydrofuran and 7 ml of 1.6 mole hexane solution of n-butyl lithium was dropwise added to the solution in an argon flow under ice cooling. The mixture was stirred at the same temperature for 30 minutes. After cooling to -73° C., a solution of 2.26 g of 4-phenoxypropiophenone in 5 ml of tetrahydrofuran was dropwise added to the mixture. Then, the temperature was gradually elevated to room temperature followed by stirring for 16 hours. After saturated sodium chloride aqueous solution was added to the mixture, it was extracted with chloroform. After drying the chloroform phase over magnesium sulfate, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (chloroform : hexane =1 : 1) to give 3.04 g of the oily product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05098928
Quelldatensatzuspto-grants-1992_03
ORD IDord-3ff5bc31306346dca8e5fcacd697f3f3
Quellennotizuspto-grants-1992_03