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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 486312Erstellt: 24. Oktober 2026

Dimethylformamide → (4-Bromophenylethynyl)trimethylsilane

https://huagongshe.com/de/reaction/486312

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktTriethylamineHCID 8471—
Edukt1-Bromo-2-iodobenzeneHCID 11415—
EduktTrimethylsilylacetyleneHCID 66111—
KatalysatorCopper iodideHCID 83717—
KatalysatorTriphenylphosphine palladium dichlorideHCID 13169693—
LösungsmittelWaterHCID 962—
Produkt(4-Bromophenylethynyl)trimethylsilaneHCID 4226980105,9%

Reaktionsschritte

A mixture of 150 g of 97% bromo iodo benzene, 500 ml of anhydrous dimethylformamide, 100 ml of triethylamine, 50 g of trimethylsilyl acetylene, 2.1 g of copper iodide and 2.22 g of bis-(triphenylphosphine-palladium (II) dichloride was stirred for 2 hours and then 500 ml of ice-cooled water were added. The mixture was extracted 3 times with 500 ml of ethyl acetate and the organic phase was washed with salt water, then dried over sodium sulfate, and evaporated under reduced pressure to obtain 136.542 g of a brown oil which was purified by distillation under reduced pressure to obtain 106.979 g of the expected product with a boiling point of 75°-82° C. under 0.2 mbar and a melting point of 62° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05290771
Quelldatensatzuspto-grants-1994_03
ORD IDord-03e6a71e8cec49c0b455f5e5760b9254
Quellennotizuspto-grants-1994_03