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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522867Generated: November 1, 2026

Hydrochloric Acid → 3-Fluoro-5-methoxybenzoic acid

https://huagongshe.com/reaction/1522867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3,5-Difluorobenzoic acidHCID 101265—
ReactantSodium MethoxideHCID 10942334—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-Fluoro-5-methoxybenzoic acidHCID 2194246974.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 3,5-difluoro-benzoic acid (6.38 g, 40.3 mmol) in DMF (10 mL), NaOMe (6.48 g, 121 mmol) was added at room temperature. The mixture was stirred at 120° C. for 12 h, cooled to room temperature and filtered. The solid obtained was dissolved in H2O and pH was adjusted to 3˜4 with 4M aqueous HCl solution. The mixture was filtered again and the white solid was washed with water (3×10 mL) to give 5.1 g of 3-fluoro-5-methoxybenzoic acid. 1H NMR (CDCl3): δ 7.37-7.43 (m, 2H), 6.83-6.88 (m, 1H), 3.86 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09078871B2
Source datasetuspto-grants-2015_07
ORD IDord-b29e0f98342643c2994e007e5190983d
Source noteuspto-grants-2015_07