Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 582168Erstellt: 26. Oktober 2026

Trimethylsilylacetylene → Diethyl trimethylsilylethynylphosphonite

https://huagongshe.com/reaction/582168

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethylsilylacetyleneHCID 66111—
EduktEthyl phosphorochloriditeHCID 68530—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktDiethyl trimethylsilylethynylphosphoniteHCID 53804595—

Reaktionsbedingungen

Temperatur-20 °C

Reaktionsschritte

n-Butyllithium (26.02 ml, 1.55M in hexane) was added dropwise over thirty minutes to a stirred solution of trimethylsilylacetylene (5.18 ml) in dry tetrahydrofuran (25 ml), whilst maintaining the temperature below -65° C. After twenty minutes, diethylchlorophosphite (4.71 ml) was added dropwise over twenty minutes, then stirring continued for a further ninety minutes at -65° C. The stirred mixture was allowed to warm to -20° C., quenched by dropwise addition of saturated ammonium chloride solution (10 ml), then allowed to reach room temperature, diluted with water (10 ml) and extracted with chloroform (4×25 ml). The extracts were dried over magnesium sulphate and evaporated under reduced pressure to give diethyl trimethylsilylethynylphosphonite as a brown oil (7.34 g, 83% pure by GC).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05922644
Quelldatensatzuspto-grants-1999_07
ORD IDord-7bc2622598a14ad295a8c2c5c248b2bc
Quellennotizuspto-grants-1999_07