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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1699997Generated: October 25, 2026

Diisopropylamine → 1-Bromo-3-chloro-2,4-difluorobenzene

https://huagongshe.com/reaction/1699997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
ReactantHexachloroacetoneHCID 8303—
Reactant1-Bromo-2,4-difluorobenzeneHCID 67674—
SolventButyllithiumHCID 178418339—
Product1-Bromo-3-chloro-2,4-difluorobenzeneHCID 2773256—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 19 ml (0.135 mole) of diisopropylarnine in 125 ml of tetrahydroflran (TBF) cooled at −20° C. is added 80 ml of n-butyllithium (1.6 M in hexane). The temperature is raised to 0° C. for 5 minutes and lowered to −78° C. Then 25 g (0.129 mole) of 2,4-difluoro-bromobenzene is then added and the reaction is stirred at −65° C. for 2 hours. Then, 25 ml (0.164 mole) of hexachloroacetone is added and the solution is warmed at room temperature. After evaporation of the solvent, the residue is distilled under vacuum to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06348624B1
Source datasetuspto-grants-2002_02
ORD IDord-8c047c2ef56049ac90d663ea63b103bc
Source noteuspto-grants-2002_02