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HRID 31620Erstellt: 25. Oktober 2026

Sodium hydride → 4-(((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-2,3-dimethylpyridine 1-oxide

https://huagongshe.com/reaction/31620

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt(R)-SolketalHCID 736056—
Edukt4-Chloro-2,3-dimethyl-1-oxidopyridin-1-iumHCID 9877446—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt4-(((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-2,3-dimethylpyridine 1-oxideHCID 59792547136%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a dimethylsulfoxide (48 ml) solution of the ((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol (4.87 g, 39.7 mmol), sodium hydride, in oil (1.73 g, 39.6 mmol as the content was regarded as 55%) was added at room temperature. To the mixture, 4-chloro-2,3-dimethylpyridine 1-oxide (4.8 g, 30.5 mmol) was added, the mixture was stirred at 60° C. for 2 hours. After cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH silica gel, elution solvent: ethyl acetate/methanol) to obtain the title compound (10.5 g, yield: 136%) as a yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425634B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-de375aaca8f74071bd9828ec77c4050a
Quellennotizuspto-grants-2008_09