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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59112Generated: October 27, 2026

Potassium Permanganate → Ethyl 2-chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine-4-carboxylate

https://huagongshe.com/reaction/59112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium PermanganateHCID 516875—
ReactantSodium periodateHCID 23667635—
Reactant2-Chloro-4-(1-ethoxyvinyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidineHCID 117820799—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 2-chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine-4-carboxylateHCID 117821214—

Reaction Steps

Sodium metaperiodate (701 mg, 3.28 mmol) was suspended in water (10 mL) and sonicated until a clear solution was obtained. 2-Chloro-4-(1-ethoxyvinyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (486 mg, 1.64 mmol) in 1,4-dioxane (20 mL) and potassium permanganate (39 mg, 0.25 mmol) were added and the mixture was stirred at rt for 30 min. The mixture was filtered, precipitate was washed by dioxane and DCM. DCM an solid sodium bicarbonate (s) were added to the filtrate. The mixture was extracted with DCM (×2). The organic phase was dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica eluting with DC ti give the title compound as a solid, 385 mg (79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439904B2
Source datasetuspto-grants-2016_09
ORD IDord-7913c465e5b44fc18988ea5504161201
Source noteuspto-grants-2016_09