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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 732877Erstellt: 23. Oktober 2026

N,N,N',N'-Tetramethylethylenediamine → 2-(Dicyclohexylphosphanyl)-1-(2,4,6-trimethylphenyl)-1H-imidazole

https://huagongshe.com/de/reaction/732877

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N,N',N'-TetramethylethylenediamineHCID 8037—
EduktChlorodicyclohexylphosphineHCID 2734135—
Edukt1-Mesityl-1h-imidazoleHCID 9815460—
EduktButyllithiumHCID 178418339—
LösungsmittelWaterHCID 962—
LösungsmittelHexaneHCID 8058—
Produkt2-(Dicyclohexylphosphanyl)-1-(2,4,6-trimethylphenyl)-1H-imidazoleHCID 53411819—

Reaktionsschritte

1.6 ml of TMEDA (15 mmol.) are added to a suspension of 1.86 g (10 mmol.) of N-mesitylimidazole in 30 ml of hexane. 6.25 ml of 1.6 molar n-butyllithium solution (10 mmol.) are added at room temperature. The mixture is then heated for 2.5 hours at reflux temperature (solution 1). In another flask, 2.2 ml (10 mmol.) of dicyclohexylchlorophosphane are mixed with 20 ml of hexane and heated to 60° C. (solution 2). The boiling solution 1 is then slowly transferred into solution 2, which is at 60° C., by means of a cannula. The mixture is then boiled for a further 1 hour at reflux, the solution is cooled, and 20 ml of degassed water are added thereto. The organic phase is filtered off over magnesium sulfate. The solution is concentrated in vacua; 30 ml of pentane are added thereto, and the mixture is boiled for 1 hour at reflux. The product precipitates in crystalline form at −30° C. and is filtered off while cold. Yield: 2.48 g (65%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07589081B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-4e99e6c803a0495f911d811494d36ce0
Quellennotizuspto-grants-2009_09