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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1455489Generated: October 31, 2026

Water → 3-Bromo-2,6-difluorophenol

https://huagongshe.com/reaction/1455489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanttert-Butyl hydroperoxideHCID 6410—
Reactant1-Bromo-2,4-difluorobenzeneHCID 67674—
ReactantLithium diisopropylamineHCID 45051747—
SolventTetrahydrofuranHCID 8028—
Product3-Bromo-2,6-difluorophenolHCID 18371110—

Reaction Conditions

Temperature-65 °C

Reaction Steps

A quantity of 40.2 ml of 2.0 M lithium diisopropylamine (LDA) is dissolved in 80 ml of THF at −78° C. and 15.4 g of 2,4-difluorobromobenzene is added keeping the temperature below −65° C. The reaction is stirred at −65° C. for 2 hours and 6.6 ml of 6 M anhydrous t-butyl hydroperoxide is added. After warming to room temperature, 100 ml of water is added and the mixture acidified. The solvent is removed by evaporation and the aqueous layer extracted with ether. The extracts are dried and then concentrated to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482454B2
Source datasetuspto-grants-2009_01
ORD IDord-367614ae779b4cbab938412c374702a3
Source noteuspto-grants-2009_01