4-Fluorophenol → HCID 58442477, Verbindung

Temperatur

100 °C

To a solution of 1-(4-chloro-2,6-dimethylphenyl)ethanone (4.50 g, 24.6 mmol), K3PO4 (10.5 g, 49.3 mmol), 4-fluorophenol (3.31 g, 29.5 mmol) in toluene (49.3 mL), was added 2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (314 mg, 0.74 mmol), Pd(OAc)2 (233 mg, 1.04 mmol). The reaction was heated at 100° C. overnight under N2. The solution was cooled to room temperature and filtered through a small pad of Celite. The cake was washed with ethyl acetate (100 mL), and combined filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel to give 1-(4-(4-Fluorophenoxy)-2,6-dimethylphenyl)ethanone (4.40 g) as yellow oil in 68% yield: 1H NMR (500 MHz, CDCl3) δ 7.03 (m, 2H), 6.98 (m, 2H), 6.60 (s, 2H), 2.47 (s, 3H), 2.22 (s, 6H).

1. temperatureThe solution was cooled to room temperature
2. filtrationfiltered through a small pad of Celite
3. washThe cake was washed with ethyl acetate (100 mL)
4. concentrationwas concentrated under reduced pressure
5. customThe residue was purified by flash column chromatography on silica gel

ORD-Eintrag

ord-3d8d38fe1e5147e586025e26d7987eb6

Quelldatensatz

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09409902B2