4-Chlorophenol → 1-Chloro-4-(1,1-dimethyl-but-3-enyloxy)-benzene

HRID 1026141

Reaktionsgleichung

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH3:9][C:10]1[C:11](=O)[C:12](C)=[CH:13]C(=O)[CH:15]=1.CC(OP(C1C=CC=CC=1)C1C=CC=CC=1)(CC=C)C>ClC(Cl)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:10]([CH3:15])([CH3:9])[CH2:11][CH:12]=[CH2:13])=[CH:4][CH:3]=1

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

To a cooled (0° C.), stirred mixture of 4-chloro-phenol (4.34 g) and 2,6-dimethylbenzoquinone (4.60 g) was added dropwise a solution of (2-methyl-pent-4-en-2-oxy)diphenylphosphine (8.0 g) in dichloroethane (20 ml). The mixture was then heated at 95° C. for 24 h. The reaction mixture was cooled to room temperature and concentrated in vacuo and the residue was purified by column chromatography (SiO2; gradient: heptane/EtOAc) to give 1-chloro-4-(1,1-dimethyl-but-3-enyloxy)-benzene (0.14 g, 2%) as a colourless oil. MS (EI): 171.1 ([{37Cl}M-C3H5]+), 1691 ([{35Cl}M-C3H5]+).

Aufarbeitung

temperatureThe mixture was then heated at 95° C. for 24 h
temperatureThe reaction mixture was cooled to room temperature
concentrationconcentrated in vacuo
customthe residue was purified by column chromatography (SiO2; gradient: heptane/EtOAc)

Quellen und Nachweise

ORD-Eintrag: ord-420af948d3654a7b8e7988d45ad17729
Quelldatensatz: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08729113B2

Verknüpfte Notizen

Wird geladen…