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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 923501Erstellt: 25. Oktober 2026

Sodium Chloride → (NE,S)-N-[1-[tert-butyl(dimethyl)silyl]oxypropan-2-ylidene]-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/923501

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
Edukt1-(tert-Butyldimethylsilyloxy)-2-propanoneHCID 4124969—
Edukttert-Butylsulfinamide, (S)-(-)-HCID 11355477—
KatalysatorTitanium(IV)ethoxideHCID 2724286—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(NE,S)-N-[1-[tert-butyl(dimethyl)silyl]oxypropan-2-ylidene]-2-methylpropane-2-sulfinamideHCID 90089971—

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a solution of 761 mg of 1-{[tert-butyl (dimethyl)silyl]oxy}acetone in 20 ml of THF were added 2.1 ml of tetraethyl orthotitanate and 490 mg of (S)-2-methylpropane-2-sulfinamide, followed by stirring at 70° C. for 8 hours. The reaction mixture was left to be cooled to room temperature and a saturated aqueous sodium chloride solution was then added thereto, followed by stirring and filtering over Celite. The filtrate was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain (S)—N-[(2E)-1-{[tert-butyl(dimethyl)silyl]oxy}propan-2-ylidene]-2-methylpropane-2-sulfinamide.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09278968B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-81a2ccdcebbb4547ac546954f461f188
Quellennotizuspto-grants-2016_03