Nitric Acid → HCID 21876463, Verbindung

HRID 858525Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 858525
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9]([CH3:12])(=O)=[O:10].S(=O)(=O)(O)O.[N+:18]([O-])([OH:20])=[O:19].[OH-].[Na+]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([N+:18]([O-:20])=[O:19])=[CH:4][C:3]=1[S:9]([CH3:12])=[O:10]

Komponenten

5

Edukt 4

HCID 944Nitric AcidHCID 1118Sulfuric Acid2×HCID 14798Sodium HydroxideHCID 158897Benzene, 2,4-dichloro-1-(methylsulfonyl)-

Produkt 1

HCID 21876463HCID 21876463, VerbindungAusbeute 74 %

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

A mixture of (2,4-dichloro-phenyl)-methyl sulfone (Ono Mitsunori, Nakamura Yoshisada, Sato Shingo, Itoh Isamu, Chem. Lett, 1988, 395–398.; 3.33 g, 16 mmol) and sulfuric acid (conc, 14 ml) was added a mixture of sulfuric acid (4 ml) and nitric acid (fuming, 2 ml) dropwise under ice-water bath. The mixture was stirred at 55° C. for 1 h. The mixture was poured onto ice-water and neutralized with 6N aqueous NaOH and then extracted with dichloromethane. The organic layer was washed with brine and dried (Na2SO4). The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with hexane/ethyl acetate (2:1/1:1) to give 3 g (74%) of the title compound as white solids.

Aufarbeitung

  1. additionwas added
  2. extractionextracted with dichloromethane
  3. washThe organic layer was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customThe solvent was removed under reduced pressure
  6. customthe residue was purified by flash chromatography
  7. washeluting with hexane/ethyl acetate (2:1/1:1)

Quellen und Nachweise

ORD-Eintrag
ord-726d820facb94f4da4b2289fe4302c0f
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07148234B2

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