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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967454Generated: November 2, 2026

Thionyl Chloride → 5-bromo-2-fluoro-4-methoxybenzoic Acid Chloride

https://huagongshe.com/reaction/1967454

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant5-Bromo-2-fluoro-4-methoxybenzoic acidHCID 24809659—
SolventDimethylformamide tolueneHCID 21735183—
Product5-bromo-2-fluoro-4-methoxybenzoic Acid ChlorideHCID 58019124—

Reaction Conditions

Temperature70 °C

Reaction Steps

Under a nitrogen atmosphere, 5-bromo-2-fluoro-4-methoxybenzoic acid (10.0 g) was suspended in DMF/toluene solution (50 mL) (DMF concentration: 300 ppm). To the suspension was added dropwise thionyl chloride (5.73 g) at 70° C. After stirring at 70° C. for 2 hr, the completion of the reaction was confirmed by HPLC. Toluene and excess thionyl chloride were evaporated under reduced pressure. To the concentrated residue was added toluene (30 mL), and the mixture was concentrated again under reduced pressure. To the obtained acid chloride (5-bromo-2-fluoro-4-methoxybenzoic acid chloride) was added toluene (30 mL), and the mixture was directly used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420821B2
Source datasetuspto-grants-2013_04
ORD IDord-415588fcc5b844669c8c7b20b81832e9
Source noteuspto-grants-2013_04