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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 265809Erstellt: 24. Oktober 2026

Trimethylsilyl cyanide → 4-[(5-Cyano-7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoic acid

https://huagongshe.com/de/reaction/265809

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethylsilyl cyanideHCID 82115—
Edukt4-[(5,6,7,8-Tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl)ethynyl]benzoic acidHCID 18314593—
KatalysatorBoron trifluoride etherateHCID 8000—
Produkt4-[(5-Cyano-7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoic acidHCID 23001771—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To 76 mg (0.24 mmol) of 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl)ethynyl]benzoic acid (Compound 8) was added 0.06 ml (0.48 mmol) of cyanotrimethylsilane and 6 drops of boron trifluoride etherate. The resulting dark mixture was heated at 80° C for 45 minutes, cooled to room temperature and purified by flash chromatography (silica, 50% EtOAc-hexane) to yield the title compound as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05648514
Quelldatensatzuspto-grants-1997_07
ORD IDord-03a3bb5d7b4f4ec0af10439e9aa05936
Quellennotizuspto-grants-1997_07