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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576329Generated: October 25, 2026

Hydrochloric Acid → 5-Bromo-2-chloro-3-methoxybenzoic acid

https://huagongshe.com/reaction/576329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 5-bromo-2-chloro-3-methoxybenzoateHCID 58801718—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product5-Bromo-2-chloro-3-methoxybenzoic acidHCID 7107696196%

Reaction Steps

To a solution of compound 55 (25.0 g, 89.4 mmol) in THF (100 mL), H2O (100 mL) and MeOH (100 mL) was added aq. 5 N NaOH dropwise at 0° C. The mixture was stirred at room temperature for 1 hour. Conc. HCl was added to the mixture to acidify and the mixture was extracted with EtOAc (500 mL×2). The combined organic layers were dried over MgSO4, filtered and concentrated in vacuo to afford the crude acid 56 (22.6 g, 96%) as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034921B2
Source datasetuspto-grants-2015_05
ORD IDord-1d5fc1582be94d5fab78cac3a18486f4
Source noteuspto-grants-2015_05