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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179978Generated: October 31, 2026

Diethyl Ether → 4-Bromo-2,5-difluorobenzaldehyde

https://huagongshe.com/reaction/2179978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1,4-Dibromo-2,5-difluorobenzeneHCID 67596—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
Product4-Bromo-2,5-difluorobenzaldehydeHCID 22489081—

Reaction Conditions

Temperature0 °C

Reaction Steps

n-Butyllithium (1.95M in hexanes, 10.2 ml)) was added dropwise to a stirred solution of 1,4-dibromo-2,5-difluorobenzene (5 g, 18.4 mmol) in diethyl ether (60 ml) at −70° C. After 1 h, the solution was warmed to 0° C. over 1 h, diluted with water, the layers separated and the ether layer dried over sodium sulphate and evaporated. Purification by column chromatography (Biotage), eluting with 5% ethyl acetate/hexane, gave a yellow oil (1.82 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06887871B2
Source datasetuspto-grants-2005_05
ORD IDord-e673f6f778954398a4bcb09684223e9d
Source noteuspto-grants-2005_05