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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522136Generated: October 28, 2026

Sodium Hydroxide → 2-Chloro-4-fluoro-5-(pyridin-2-yl)benzoic acid

https://huagongshe.com/reaction/522136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 2-chloro-4-fluoro-5-(pyridin-2-yl)benzoateHCID 118497122—
SolventMethanolHCID 887—
Product2-Chloro-4-fluoro-5-(pyridin-2-yl)benzoic acidHCID 118497115101.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a suspension of methyl 2-chloro-4-fluoro-5-(pyridin-2-yl)benzoate (Preparation 40A, 37.6 g, 142 mmol) in methanol (300 mL) was added aqueous sodium hydroxide solution (300 mL, 2 M). The reaction mixture was stirred at 40° C. for 2 hours. The mixture was filtered and the filtrate acidified to pH 6-7 with aqueous HCl solution (300 mL, 2 M). The resulting solid was collected by filtration, washed with water (20 mL) and dried under vacuum over potassium hydroxide at 50° C. for 48 h to afford the title compound as a white solid (36.2 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328096B2
Source datasetuspto-grants-2016_05
ORD IDord-ff2199aa3b3649daa9211b354627bcc3
Source noteuspto-grants-2016_05