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Hydrogen Peroxide → 5-Tert-butyl-1-methanesulphinyl-2-methoxy-3-nitro-benzene

HRID 2360510
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2360510
[C:1]([C:5]1[CH:6]=[C:7]([N+:15]([O-:17])=[O:16])[C:8]([O:13][CH3:14])=[C:9]([S:11][CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[OH:18]O>C(O)(C(F)(F)F)C(F)(F)F.O.S([O-])([O-])(=O)=S.[Na+].[Na+]>[C:1]([C:5]1[CH:6]=[C:7]([N+:15]([O-:17])=[O:16])[C:8]([O:13][CH3:14])=[C:9]([S:11]([CH3:12])=[O:18])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 2

HCID 784Hydrogen PeroxideHCID 584939295-Tert-butyl-2-methoxy-1-methylsulphanyl-3-nitro-benzene

Produkt 1

HCID 584939515-Tert-butyl-1-methanesulphinyl-2-methoxy-3-nitro-benzene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 135291,1,1,3,3,3-Hexafluoro-2-propanolLösungsmittel
HCID 24477
Sodium Thiosulfate
Lösungsmittel

Versuchsvorschrift

0.5 g of 5-tert-butyl-2-methoxy-1-methylsulphanyl-3-nitro-benzene are dissolved in 15 ml of 1,1,1,3,3,3-hexafluoroisopropanol, combined with 1.1 ml of a 9 M solution of hydrogen peroxide in water and stirred for 5 hours at ambient temperature. Then the mixture is cooled to 0° C. and diluted with 10% aqueous sodium thiosulphate solution. The mixture is extracted 3 times with ethyl acetate and the combined organic phases are washed with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution. After drying with sodium sulphate the solvents are eliminated in vacuo and the residue is chromatographed on silica gel (petroleum ether/ethyl acetate 95:5).

Aufarbeitung

  1. temperatureThen the mixture is cooled to 0° C.
  2. extractionThe mixture is extracted 3 times with ethyl acetate
  3. washthe combined organic phases are washed with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution
  4. dry with materialAfter drying with sodium sulphate the solvents
  5. customthe residue is chromatographed on silica gel (petroleum ether/ethyl acetate 95:5)

Quellen und Nachweise

ORD-Eintrag
ord-8b70f58496c54ef693dc81b511e552d2
Quelldatensatz
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08686022B2

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