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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31597Generated: October 25, 2026

Sodium hydride → 4-((2,2-Bis(fluoromethyl)-1,3-dioxan-5-yl)methoxy)-2,3-dimethylpyridine 1-oxide

https://huagongshe.com/reaction/31597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2,3-dimethyl-1-oxidopyridin-1-iumHCID 9877446—
Reactant(2,2-Bis(fluoromethyl)-1,3-dioxan-5-yl)methanolHCID 59792580—
SolventDimethyl SulfoxideHCID 679—
Product4-((2,2-Bis(fluoromethyl)-1,3-dioxan-5-yl)methoxy)-2,3-dimethylpyridine 1-oxideHCID 5979249260.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a dimethylsulfoxide (10 ml) solution of the (2,2-bis(fluoromethyl)-1,3-dioxan-5-yl)methanol (1.6 g, 8.98 mmol) obtained in the step (7a), sodium hydride, in oil (431 mg, 9.88 mmol as the content was regarded as 55%) was added at room temperature. To the mixture, 4-chloro-2,3-dimethylpyridine 1-oxide (1.42 g, 8.98 mmol) was added and the mixture was stirred at 60° C. for 2 hours. After the reaction mixture was cooled to room temperature, it was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/methanol) to obtain the title compound (1.63 g, yield: 60.6%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425634B2
Source datasetuspto-grants-2008_09
ORD IDord-9212ce16c1ab41cd8b73cacabfbfdd81
Source noteuspto-grants-2008_09