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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783996Generated: November 1, 2026

Hydrochloric Acid → Methyl 4-bromo-2,6-difluorobenzoate

https://huagongshe.com/reaction/1783996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Bromo-2,6-difluorobenzoic acidHCID 2773298—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-bromo-2,6-difluorobenzoateHCID 26343953—

Reaction Steps

To a suspension of 4-Bromo-2,6-difluoro-benzoic acid (5 g, 21 mmol) in DCM (10 mL) is added thionyl chloride (15 mL) and DMF (0.5 mL). The mixture is stirred at room temperature for 2.5 h. It is then cooled to 0° C. and MeOH (20 mL) is added carefully causing vigorous HCl evolution. After stirring for an additional 0.5 h, the clear solution is partitioned between DCM (50 mL) and water (50 mL). The organic layer is washed with saturated NaHCO3, brine, dried over MgSO4 and the solvent is removed under vacuum to afford the title compound as a pale yellow oil which is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501411B2
Source datasetuspto-grants-2009_03
ORD IDord-3d0cc6449da24f45998160c2fbd1552d
Source noteuspto-grants-2009_03