Sodium Chloride → HCID 90089971, Verbindung

HRID 923501

Reaktionsgleichung

Reaktionsgleichung von HRID 923501
[C:1]([Si:5]([CH3:12])([CH3:11])[O:6][CH2:7][C:8]([CH3:10])=O)([CH3:4])([CH3:3])[CH3:2].[CH3:13][C:14]([S@@:17]([NH2:19])=[O:18])([CH3:16])[CH3:15].[Cl-].[Na+]>C1COCC1.CCO.CCO.CCO.CCO.[Ti]>[Si:5]([O:6][CH2:7]/[C:8](=[N:19]/[S@:17]([C:14]([CH3:16])([CH3:15])[CH3:13])=[O:18])/[CH3:10])([C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:12])[CH3:11]

Komponenten

6

Edukt 3

HCID 5234Sodium ChlorideHCID 41249691-(tert-Butyldimethylsilyloxy)-2-propanoneHCID 11355477tert-Butylsulfinamide, (S)-(-)-

Produkt 1

HCID 90089971HCID 90089971, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 2724286Titanium(IV)ethoxideKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. waitThe reaction mixture was left
  2. temperatureto be cooled to room temperature
  3. stirringby stirring
  4. filtrationfiltering over Celite
  5. extractionThe filtrate was extracted with ethyl acetate
  6. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe solvent was then evaporated under reduced pressure
  9. customThe obtained residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-81a2ccdcebbb4547ac546954f461f188
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278968B2

Verknüpfte Notizen

Wird geladen…