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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945221Generated: October 27, 2026

Hydrochloric Acid → (2-{[2-Chloro-4-(methylsulfonyl)phenyl]thio}-4-fluorophenoxy)acetic acid

https://huagongshe.com/reaction/1945221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantSodium hydrideHCID 24758—
ReactantMethyl bromoacetateHCID 60984—
Reactant2-{[2-Chloro-4-(methylsulfonyl)phenyl]thio}-4-fluorophenolHCID 66995491—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product(2-{[2-Chloro-4-(methylsulfonyl)phenyl]thio}-4-fluorophenoxy)acetic acidHCID 11383734—

Reaction Steps

Sodium hydride (60% disp. oil, 0.024 g) was added to the product from step (iv) (0.20 g) in dry DMF (10 ml) and stirred at RT for 30 min before adding methyl-bromoacetate (0.060 ml). The solution was stirred at RT for 2 h, diluted with water and extracted with diethylether. The organics were dried and evaporated under reduced pressure to give an oil. The oil was dissolved in THF (20 ml) and water (10 ml) then sodium hydroxide (0.037 g) was added and stirred at RT overnight. The mixture was acidified with 2M HCl, extracted with ethyl acetate, the organics dried and evaporated under reduced pressure. The residue was purified by reverse phase HPLC. Yield 0.045 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394986B2
Source datasetuspto-grants-2013_03
ORD IDord-3b39a34bfe304438be7237c35de4a0f0
Source noteuspto-grants-2013_03