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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360690Generated: October 31, 2026

Lithium Bromide → 5-Bromo-2-(bromomethyl)-1,3-difluorobenzene

https://huagongshe.com/reaction/1360690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium BromideHCID 82050—
Reactant4-Bromo-2,6-difluorobenzyl methanesulfonateHCID 60052585—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-2-(bromomethyl)-1,3-difluorobenzeneHCID 2773305—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-bromo-2,6-difluorobenzyl methanesulfonate (from Step A above) in DMF (400 mL) was added LiBr (28.8 g, 335 mmol) and heated to 90° C. for 45 minutes. The reaction was cooled to room temperature and diluted with EtOAc. The organic layer was washed with water (5×), brine (2×) dried over MgSO4, and concentrated in vacuo to yield a brown oil. The crude residue was purified via silica gel column chromatography (CH2Cl2/hexanes) to yield the title compound (24 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879875B2
Source datasetuspto-grants-2011_02
ORD IDord-c9abc36af02f4f6c88eef7ace38fc923
Source noteuspto-grants-2011_02