Nitric Acid → HCID 21876463, Verbindung

HRID 2077794Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2077794
[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-edc4e4b3fe2749c9a701bcf5f1efd7eb
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07928119B2

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