4-Phenoxyphenol → HCID 86690874, Verbindung

Temperatur

100 °C

To a solution of 1-(4-chloro-2,6-dimethylphenyl)ethanone (26-1, 5.00 g, 27.4 mmol), K3PO4 (11.6 g, 54.6 mmol), and 4-phenoxyphenol (6.12 g, 32.9 mmol) in toluene (39.1 mL) was added 2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (349 mg, 0.82 mmol) and Pd(OAc)2 (259 mg, 1.15 mmol). The reaction was heated at 100° C. for 4.0 h under N2. The solution was cooled to room temperature and filtered through a small pad of diatomaceous earth. The cake was washed with ethyl acetate (50 mL) and the combined filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (EtOAc:hexanes=1:10 as eluant) to give 1-(2,6-dimethyl-4-(4-phenoxyphenoxy)phenyl)ethanone (26-2, 7.70 g) as white solids in 85% yield: 1H NMR (500 MHz, CDCl3) δ 7.34-7.37 (m, 2 H), 7.10-7.13 (m, 1 H), 6.99-7.04 (m, 6 H), 6.65 (s, 2 H), 2.49 (s, 3 H), 2.24 (s, 6 H).

1. temperatureThe solution was cooled to room temperature
2. filtrationfiltered through a small pad of diatomaceous earth
3. washThe cake was washed with ethyl acetate (50 mL)
4. concentrationthe combined filtrate was concentrated under reduced pressure
5. customThe residue was purified by column chromatography on silica gel (EtOAc:hexanes=1:10 as eluant)

ORD-Eintrag

ord-4cc0d72a109b4f19946af34552cbb6fc

Quelldatensatz

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08999983B2