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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873385Generated: October 31, 2026

Ethyl Bromide → 1-Bromo-4-ethoxy-2,3-difluorobenzene

https://huagongshe.com/reaction/1873385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantSodium HydroxideHCID 14798—
Reactant4-Bromo-2,3-difluorophenolHCID 10219942—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
Product1-Bromo-4-ethoxy-2,3-difluorobenzeneHCID 26985491104%

Reaction Conditions

Temperature80 °C

Reaction Steps

Sodium hydroxide (75.9 g) was added to a water (400 ml) solution of 4-bromo-2,3-difluorophenol (T-1) (195.0 g), bromoethane (196.2 g) and tetrabutylammonium bromide (hereinafter abbreviated as TBAB) (24.2 g), and the mixture was heated at 80° C. for 6 hours with stirring under an atmosphere of nitrogen. After the reaction had been completed, the reaction mixture was extracted with heptane and the organic layer was washed successively with water and brine, and dried over anhydrous magnesium sulfate. The extract was concentrated under reduced pressure to give a black oil. The oil was purified by distillation to give 1-ethoxy-2,3-difluorobromobenzene (T-2) (230.0 g, 97% yield) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304037B2
Source datasetuspto-grants-2012_11
ORD IDord-22eb131bb11441c79083344e243369f7
Source noteuspto-grants-2012_11