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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium Chloride | HCID 5234 | — |
| Edukt | 1-(tert-Butyldimethylsilyloxy)-2-propanone | HCID 4124969 | — |
| Edukt | tert-Butylsulfinamide, (S)-(-)- | HCID 11355477 | — |
| Katalysator | Titanium(IV)ethoxide | HCID 2724286 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (NE,S)-N-[1-[tert-butyl(dimethyl)silyl]oxypropan-2-ylidene]-2-methylpropane-2-sulfinamide | HCID 90089971 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09278968B2 |
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| Quelldatensatz | uspto-grants-2016_03 |
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| ORD ID | ord-81a2ccdcebbb4547ac546954f461f188 |
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| Quellennotiz | uspto-grants-2016_03 |
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