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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1802816Erstellt: 26. Oktober 2026

Water → Methyl 2-((trimethylsilyl)ethynyl)benzoate

https://huagongshe.com/reaction/1802816

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
EduktTrimethylsilylacetyleneHCID 66111—
EduktMethyl 4-iodobenzoateHCID 69273—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktMethyl 2-((trimethylsilyl)ethynyl)benzoateHCID 11053512100,2%

Reaktionsschritte

20.60 g (78.61 mmol) of 4-Iodobenzoic acid methyl ester and 9.26 g (94.33 mmol) of ethynyl trimethylsilane were dissolved in 200 ml of tetrahydrofuran, and thereto 23.86 g (235.83 mmol) of triethylamine, 1.65 g (2.36 mmol) of dichloro(bistriphenylphosphine)palladium(II) and 0.45 g (2.36 mmol) of copper(I) iodide were added. The mixture was stirred at room temperature for 8 hours. At the end of reaction, added water and extracted with ethylacetate. The extract was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and separated by column chromatography to obtain trimethylsilylethynylbenzoic acid methyl ester 18.30 g (Yield 100%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08349885B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-a38fee4a0dc94c7694a1e30f0d4038ba
Quellennotizuspto-grants-2013_01