Butyl bromide → 4-Bromo-1-butoxy-2-fluorobenzene

Temperature

80 °C

Sodium hydroxide (20.2 g) was added to a water (400 ml) solution of 4-bromo-2-fluorophenol (T-7) (76.4 g), bromobutane (65.8 g) and tetrabutylammonium bromide (TBAB) (6.44 g), and the mixture was heated with stirring at 80° C. for 6 hours under an atmosphere of nitrogen. After the completion of the reaction, the reaction mixture was extracted with heptane, and the organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure to leave a black oil. The oil was purified by distillation to give 4-bromo-1-butoxy-2-fluorobenzene (T-8) as a colorless oil (97.5 g) in 98% yield.

1. temperaturethe mixture was heated
2. customAfter the completion of the reaction
3. extractionthe reaction mixture was extracted with heptane
4. washthe organic layer was washed with water and brine
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationThe solution was concentrated under reduced pressure
7. customto leave a black oil
8. distillationThe oil was purified by distillation

ORD record

ord-c6198ca4fe1649789b46752ecb41c113

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08298632B2