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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068451Generated: October 25, 2026

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

https://huagongshe.com/reaction/2068451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyl bromideHCID 8002—
ReactantSodium HydroxideHCID 14798—
Reactant4-Bromo-2-fluorophenolHCID 2724981—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
Product4-Bromo-1-butoxy-2-fluorobenzeneHCID 1206744598.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08298632B2
Source datasetuspto-grants-2012_10
ORD IDord-c6198ca4fe1649789b46752ecb41c113
Source noteuspto-grants-2012_10