Potassium Persulfate → 2,3-Dihydro-2,2-dimethyl-7-nitrobenzofuran-3-one

HRID 440660

Reaktionsgleichung

Reaktionsgleichung von HRID 440660
[CH3:1][C:2]1([CH3:14])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:4]=2[O:3]1.S(OOS([O-])(=O)=O)([O-])(=O)=[O:16].[K+].[K+]>C(#N)C.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2]>[CH3:1][C:2]1([CH3:14])[C:6](=[O:16])[C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:4]=2[O:3]1

Komponenten

6

Edukt 2

HCID 24412Potassium PersulfateHCID 834162,3-Dihydro-2,2-dimethyl-7-nitrobenzofuran

Produkt 1

HCID 224047252,3-Dihydro-2,2-dimethyl-7-nitrobenzofuran-3-oneAusbeute 93,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24463Copper sulfate pentahydrateKatalysatorHCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 37.3 g (0.193 mole) of 2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran, 156.6 g (0.58 mole) of potassium persulfate, and 48.2 g (0.193 mole) of copper(II) sulfate pentahydrate in 500 mL of acetonitrile and 500 mL of water was prepared. This mixture was heated at reflux for one hour with vigorous stirring. The reaction mixture was cooled and then extracted three times with methylene chloride. The combined extracts were dried over anhydrous magnesium sulfate, filtered, and the solvent was evaporated from the filtrate under reduced pressure, leaving 37.4 g of 2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran-3-one as a residue. The NMR and IR spectra of the same product from a previous run of this reaction were consistent with the proposed structure.

Aufarbeitung

  1. customwas prepared
  2. temperatureThis mixture was heated
  3. temperatureat reflux for one hour with vigorous stirring
  4. temperatureThe reaction mixture was cooled
  5. extractionextracted three times with methylene chloride
  6. dry with materialThe combined extracts were dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customthe solvent was evaporated from the filtrate under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f1825f0b5f7f4e1bb24e9f92e97f9cdd
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05521147

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