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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508192Generated: October 29, 2026

Sodium Methoxide → Methyl 4-bromo-5-fluoro-2-methoxybenzoate

https://huagongshe.com/reaction/508192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 4-bromo-2,5-difluorobenzoateHCID 66887346—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-bromo-5-fluoro-2-methoxybenzoateHCID 66886916—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of methyl 4-bromo-2,5-difluorobenzoate (i-7c) (0.5 g, 2 mmol) in DMF (5 mL) at 0° C. was added NaOMe (25% in MeOH, 0.45 mL, 2 mmol). The reaction mixture was stirred at 0° C. for 10 min and then at rt for 30 min. The mixture was then brought back to 0° C. and quenched with EtOAc and 1M HCl. The organic layer was separated, and the aqueous phase was extracted with EtOAc, dried over Na2SO4, concentrated and purified by flash chromatography (Pentane/EtOAc=9:1) to give the title compound. LCMS (ESI) calc'd for C9H8BrFO3 [M+H]+: 263. found: 263

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09095583B2
Source datasetuspto-grants-2015_08
ORD IDord-13359075c949400f990f517dcbf7eff1
Source noteuspto-grants-2015_08