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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516274Generated: October 26, 2026

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

https://huagongshe.com/reaction/516274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantSodium HydroxideHCID 14798—
Reactant4-Bromo-2,3-difluorophenolHCID 10219942—
CatalystTetrabutylammonium BromideHCID 74236—
SolventHeptaneHCID 8900—
Product1-Bromo-4-ethoxy-2,3-difluorobenzeneHCID 2698549197%

Reaction Steps

To an aqueous (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), sodium hydroxide (75.9 g) was added, and heating agitation was carried out at 80° C. for 6 hours in a nitrogen atmosphere. After completion of the reaction, extraction was carried out with heptane, an organic layer was washed with water and a saturated aqueous solution of sodium chloride, and then the resultant solution was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and thus a black oily matter was obtained. The resultant material was purified by distillation, and thus 1-ethoxy-2,3-difluorobromobenzene (T-2) was obtained as a colorless oily matter (230.0 g, yield: 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09109157B2
Source datasetuspto-grants-2015_08
ORD IDord-10beaa35c9db43128a1b3ce462c1f165
Source noteuspto-grants-2015_08