Nitric Acid → 2,4-Diisopropyl-1-nitrobenzene

HRID 586676

Reaktionsgleichung

Reaktionsgleichung von HRID 586676
[N+:1]([O-:4])(O)=[O:2].[CH:5]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH:14]([CH3:16])[CH3:15])[CH:9]=1)([CH3:7])[CH3:6]>C(O)(=O)C.C(OC(=O)C)(=O)C.O.CCCCCC>[CH:5]([C:8]1[CH:9]=[C:10]([CH:14]([CH3:16])[CH3:15])[CH:11]=[CH:12][C:13]=1[N+:1]([O-:4])=[O:2])([CH3:7])[CH3:6]

Komponenten

7

Edukt 2

HCID 944Nitric AcidHCID 74501,3-Diisopropylbenzene

Produkt 1

HCID 223357262,4-Diisopropyl-1-nitrobenzeneAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittelHCID 7918Acetic AnhydrideLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

Nitric acid (70%) (15.6 g, 185 mmol) was added slowly to a solution of 1,3-di-iso-propyl-benzene (available from Aldrich) (20 g, 123 mmol) in acetic acid (50 mL) and acetic anhydride (50 mL) at 0° C. over 20 min. After stirring at room temperature for 1 hour, the reaction mixture was diluted with water (250 mL) and hexane (500 mL). The organic layer was then washed with with water (50 mL), saturated Na2CO3 (50 mL), dried (Na2SO4) and concentrated to give the title compound in a crude form (25 g, 98% yield) as a colorless oil:

Aufarbeitung

  1. washThe organic layer was then washed with with water (50 mL), saturated Na2CO3 (50 mL)
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e4a5090f80d14d719bf6c304ea57d41b
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06936636B2

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