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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 458758Erstellt: 23. Oktober 2026

Sodium Sulfite → 1,1-Dimethylethyl 4-hydroxy-4-(hydroxymethyl)-1-piperidinecarboxylate

https://huagongshe.com/de/reaction/458758

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium SulfiteHCID 24437—
EduktMethyl morpholine oxideHCID 82029—
Edukt1-Boc-4-MethylenepiperidineHCID 2756808—
EduktOxolane--water (1/1)HCID 21881883—
KatalysatorOsmium TetroxideHCID 30318—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1,1-Dimethylethyl 4-hydroxy-4-(hydroxymethyl)-1-piperidinecarboxylateHCID 22594558—

Reaktionsschritte

To a solution of 98 mg of t-butyl 4-methylenetetrahydropyridine-1(2H)-carboxylate in 2 ml of tetrahydrofuran-water (1:1), 88 mg of N-methyl morpholine-oxide and 0.1 ml of 2% osmium tetraoxide were added at 0° C., followed by 2 hours' stirring at the same temperature. Adding sodium sulfite to the reaction liquid, the reaction liquid was further stirred for 30 minutes, diluted with ethyl acetate, washed successively with water and saturated brine, and dried over anhydrous sodium sulfate. Distilling the solvent off under reduced pressure, 115 mg of the title compound was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07192969B2
Quelldatensatzuspto-grants-2007_03
ORD IDord-4d313316d43747458bd2f04bc86fd037
Quellennotizuspto-grants-2007_03