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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23164Generated: October 25, 2026

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

https://huagongshe.com/reaction/23164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
ReactantHexachloroacetoneHCID 8303—
Reactant1-Bromo-2,4-difluorobenzeneHCID 67674—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product1-Bromo-3-chloro-2,4-difluorobenzeneHCID 2773256—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 19 ml (0.135 mole) of diisopropylamine in 125 ml of tetrahydrofuran (THF) 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 numberUS06849740B2
Source datasetuspto-grants-2005_02
ORD IDord-26d3f179119941d39512cec2ecd01884
Source noteuspto-grants-2005_02