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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 46288Erstellt: 23. Oktober 2026

Triethylamine → 4-(Biphenyl-2-yloxy)-3-cyano-benzenesulfonic acid pentafluorophenyl ester

https://huagongshe.com/de/reaction/46288

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktPentafluorophenolHCID 13041—
Edukt4-(Biphenyl-2-yloxy)-3-cyanobenzenesulfonyl chlorideHCID 59436506—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-(Biphenyl-2-yloxy)-3-cyano-benzenesulfonic acid pentafluorophenyl esterHCID 59436476—

Reaktionsschritte

A solution of 4-(biphenyl-2-yloxy)-3-cyano-benzenesulfonyl chloride (Preparation 55, 500 mg, 1.35 mmol) in dichloromethane (5 ml) was added slowly to pentafluorophenol (249 mg, 1.35 mmol) and Et3N (137 mg, 1.35 mmol) in dichloromethane (5 ml) and stirring continued overnight at ambient temperature. The reaction was concentrated in vacuo and purified using silica gel column chromatography (dichloromethane/heptane 40/60, then 60/40, then 80/20, then dichloromethane) to furnish the title compound. LCMS Rt=1.92 minutes 1H NMR (400 MHz; CDCl3) δ (ppm): 6.69 (d, J=8.98 Hz, 1H) 7.21-7.30 (m, 2H) 7.31-7.38 (m, 2H) 7.43-7.53 (m, 4H) 7.53-7.58 (m, 1H) 7.79 (dd, J=8.98, 2.34 Hz, 1H) 8.06 (d, J=2.34 Hz, 1H) 19F NMR (376 MHz, CDCl3) δ (ppm): 160.82 (t, J=19.50 Hz)-154.87 (t, J=21.80 Hz)-151.09 (d, J=17.21 Hz)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541588B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-31ab2d2852f44c2ca081352266bc8d49
Quellennotizuspto-grants-2013_09