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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1588713Erstellt: 25. Oktober 2026

Benzaldehyde → 1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ol

https://huagongshe.com/reaction/1588713

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzaldehydeHCID 240—
EduktDiethyl EtherHCID 3283—
EduktTrimethylsilylacetyleneHCID 66111—
EduktLithium bis(trimethylsilyl)amideHCID 57426343—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-Phenyl-3-(trimethylsilyl)-2-propyn-1-olHCID 2760416100,1%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Place lithium hexamethyldisilazane (20 mL of a 1 M solution in tetrahydrofuran, 20 mmol) under an argon atmosphere and cool to 0° C. Add, by dropwise addition, trimethylsilylacetylene (2.83 mL, 20 mmol) and stir for 1 hour at 0° C. Add benzaldehyde (2.03 mL, 20 mmol) in tetrahydrofuran (10 mL). Allow to warm to room temperature and stir for 1 hour. Pour the mixture into ethyl ether and water, separate the organic phase and evaporate the solvent in vacuo. Filter the oil through silica gel (20% ethyl acetate/hexane) and evaporate the solvent in vacuo to yield 4.09 g of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05223518
Quelldatensatzuspto-grants-1993_06
ORD IDord-d64182f50fab412ba1d5cce8779783f9
Quellennotizuspto-grants-1993_06