Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 731989Erstellt: 25. Oktober 2026

p-Anisoyl chloride → 4-[(3-fluoro-6-methylphenanthridin-5(6H)-yl)carbonyl]phenol

https://huagongshe.com/reaction/731989

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Anisoyl chlorideHCID 7477—
EduktTriethylamineHCID 8471—
Edukt1-[2-(2,4-Difluorophenyl)phenyl]ethan-1-amineHCID 22482376—
EduktN-[1-(2',4'-difluoro-1,1'-biphenyl-2-yl)ethyl]-4-methoxybenzamideHCID 68815187—
LösungsmittelHexaneHCID 8058—
Lösungsmitteltert-Butyl methyl etherHCID 15413—
Produkt4-[(3-fluoro-6-methylphenanthridin-5(6H)-yl)carbonyl]phenolHCID 11580798—

Reaktionsschritte

N-[1-(2′,4′-difluoro-1,1′-biphenyl-2-yl)ethyl]-4-methoxybenzamide—The title compound was prepared from 4-methoxybenzoyl chloride (731 mg, 4.28 mmol), 1-(-2′,4′-difluoro-biphenyl-2-yl)-ethylamine (1 g, 4.28 mmol), and triethylamine (717 uL, 5.1 mmol) according to the procedure and in the same manner as described in Example 33, step c. The product was isolated from a Biotage® (40 Mi) column for flash column chromatography (5-30% methyl tert-butylether in hexane) resulting in the isolation of a white solid, 1.53 g (97%). mp 134.5-135° C.; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.29 (d, J=5.43 Hz, 3 H) 3.80 (s, 3 H) 4.96 (m, J=5.95 Hz, 1 H) 6.97 (d, J=9.05 Hz, 2 H) 7.18 (m, 2 H) 7.36 (m, 3 H) 7.64 (d, J=4.14 Hz, 2 H) 7.83 (d, J=7.50 Hz, 2 H) 8.66 (s, 1 H); MS (ESI) m/z 368 ([M+H]+); Anal. calcd for C22H19F2NO2: C:71.92 H:5.21 N:3.81 Found: C:72.11 H:5.23 N:3.77

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07585871B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-3f2ccc82aa80439f8eb29f9c9b3dd79a
Quellennotizuspto-grants-2009_09