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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2240962Erstellt: 26. Oktober 2026

Triethylamine → {3-[3-(2-Fluoro-ethyl)-cyclobutyl]-phenylethynyl}-triisopropyl-silane

https://huagongshe.com/reaction/2240962

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt(Triisopropylsilyl)acetyleneHCID 2734682—
Edukt1-Bromo-3-[3-(2-fluoro-ethyl)-cyclobutyl]-benzeneHCID 59305366—
KatalysatorCopper iodideHCID 83717—
KatalysatorHCID 178418397HCID 178418397—
Produkt{3-[3-(2-Fluoro-ethyl)-cyclobutyl]-phenylethynyl}-triisopropyl-silaneHCID 5930533080,4%

Reaktionsschritte

In a CEM snap top microwave vial were combined 1-Bromo-3-[3-(2-fluoro-ethyl)-cyclobutyl]-benzene (0.250 gm 9.72 mmol), triisopropylsilylacetylene (0.22 gm, 1.21 mmol), copper iodide (7 mg, 0.178 mmol), tetrakis(triphenylphosphine)palladium (22 mg, 0.088 mmol) and triethylamine (0.600 g, 5.93 mmol). The vial was quickly agitated then irradiated in a CEM Explorer™ microwave instrument for 30 minutes at 80° C. Purification by column chromatography (hexanes) afforded an oil 349 mg. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.06 (s, 21H) 1.62-1.81 (m, 2H) 1.82-1.97 (m, 1H) 2.00-2.45 (m, 4H) NMR (400 MHz, DMSO-d6) δ ppm 3.31-3.62 (m, 1H) 4.30-4.51 (m, 2H) 7.17-7.41 (m, 4H); MS (EI) m/z 256 [M+·].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07723368B2
Quelldatensatzuspto-grants-2010_05
ORD IDord-b3d943fd09aa4dbabfd02a842d180be4
Quellennotizuspto-grants-2010_05