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Hydrogen Peroxide → HCID 86689979, Verbindung

HRID 1754047
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1754047
[C:1]([O:4][CH:5]([CH2:19][CH2:20][S:21][CH3:22])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:7])(=[O:3])[CH3:2].[OH:23]O>CO>[C:1]([O:4][CH:5]([CH2:19][CH2:20][S:21]([CH3:22])=[O:23])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:7])(=[O:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 784Hydrogen PeroxideHCID 86689978HCID 86689978, Verbindung

Produkt 1

HCID 86689979HCID 86689979, VerbindungAusbeute 101,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1-(decylamino)-4-(methylthio)-1-oxobutan-2-yl acetate (21.1 g, 63.4 mmol) in methanol (110 mL) at 0° C. was added hydrogen peroxide (30%, 19.43 mL, 190 mmol) and the ice bath was removed. The reaction was allowed to stir for 5.5 hr. The reaction was diluted with water (400 mL) and then extracted with EtOAc (200 mL) to give an emulsion which did not separate after 18 hrs. The emulsion was treated with brine (250 mL) and the layers separated. The aqueous layer was extracted with EtOAc (200 mL) and the combined organic layers were washed with 10% sodium bisulfite. The organic layer was dried over magnesium sulfate, filtered and evaporated to give an orange oil (22.4 g, 100%). m/z 348 (MH+).

Aufarbeitung

  1. customthe ice bath was removed
  2. additionThe reaction was diluted with water (400 mL)
  3. extractionextracted with EtOAc (200 mL)
  4. customto give an emulsion which
  5. customdid not separate after 18 hrs
  6. additionThe emulsion was treated with brine (250 mL)
  7. customthe layers separated
  8. extractionThe aqueous layer was extracted with EtOAc (200 mL)
  9. washthe combined organic layers were washed with 10% sodium bisulfite
  10. dry with materialThe organic layer was dried over magnesium sulfate
  11. filtrationfiltered
  12. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-4c230e8fc34e412ba17acd5f319ef036
Quelldatensatz
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09169203B2

Notizen zur Reaktion

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