4-Bromophenol → 1-Bromo-4-((6-bromohexyl)oxy)benzene

Temperature

60 °C

A mixture of 4-bromophenol (10 g), 1,6-dibromohexane (49.4 g) and potassium carbonate (9.59 g) in N,N-dimethylformamide (50 ml) was stirred for 4 hours at 60° C. (bath temp.), and then cooled to ambient temperature. To the reaction mixture was added ethyl acetate (200 ml), and the mixture was washed with water (200 ml×2) and brine. The organic layer was dried over magnesium sulfate. Magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure to give a crude product. The crude product was purified by silica gel chromatography (1:0-1:1 hexane-ethyl acetate) to give 1-bromo-4-(6-bromohexyloxy)benzene (15.61 g).

1. temperaturecooled to ambient temperature
2. washthe mixture was washed with water (200 ml×2) and brine
3. dry with materialThe organic layer was dried over magnesium sulfate
4. filtrationMagnesium sulfate was filtered off
5. customthe filtrate was evaporated under reduced pressure
6. customto give a crude product
7. customThe crude product was purified by silica gel chromatography (1:0-1:1 hexane-ethyl acetate)

ORD record

ord-20ecb62ac1ad4b3387cfedd5b1a06f08

Source dataset

uspto-grants-2005_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06884868B1