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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 55296Erstellt: 25. Oktober 2026

Chloride → HCID 54516793, Verbindung

https://huagongshe.com/reaction/55296

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChlorideHCID 312—
EduktTrimethylsilylacetyleneHCID 66111—
EduktMethyl 2-(4-bromophenyl)acetateHCID 316783—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelTriethylamineHCID 8471—
ProduktHCID 54516793HCID 5451679379,5%

Reaktionsschritte

A solution of 20 g of 4-bromophenylacetic acid methyl ester and 10.3 g of trimethylsilylacetylene in 650 ml of triethylamine is refluxed in the presence of 1.46 g of bis-triphenylphosphinepalladium(II) chloride and 227 mg of copper(I) iodide for 5 hours. The reaction mixture is concentrated by evaporation, the residue is spread between water and ethyl acetate, the organic phase is washed with saturated common salt solution, dried on sodium sulfate and concentrated by evaporation. The residue is chromatographed on silica gel with hexane/0-5% ethyl acetate. 17.1 g of 4-(2-trimethylsilylethinyl)-phenylacetic acid methyl ester is obtained as oily crude product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05624943
Quelldatensatzuspto-grants-1997_04
ORD IDord-1dfc0b0dda894b629602d5f73bc01a98
Quellennotizuspto-grants-1997_04