Chloric acid → 2-Chloro-1-(1,1-dimethylethyl)-4-nitrobenzene

HRID 1350837

Reaktionsgleichung

Reaktionsgleichung von HRID 1350837
[Cl:1](O)(=O)=O.[C:5]([C:9]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:10]=1N)([CH3:8])([CH3:7])[CH3:6].N([O-])=O.[Na+]>[Cu](Cl)Cl.O>[C:5]([C:9]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:10]=1[Cl:1])([CH3:8])([CH3:7])[CH3:6]

Komponenten

6

Edukt 3

HCID 19654Chloric acid2×HCID 8261032-Tert-butyl-5-nitroanilineHCID 23668193Sodium Nitrite

Produkt 1

HCID 210974512-Chloro-1-(1,1-dimethylethyl)-4-nitrobenzeneAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24014Cupric ChlorideKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a conc. chloric acid (10 ml) suspension of 2-tert-butyl-5-nitroaniline (WO 02055501) (1.94 g, 10.0 mmol) was added the H2O (5 ml) solution of sodium nitrite (690 mg, 10.0 mmol) at 0° C. The mixture was stirred at 0° C. for 20 min and to the mixture was then added the conc. chloric acid (10 ml) solution of copper chloride (900 mg, 10.0 mmol) at 70° C. The reaction mixture was stirred at 70° C. for 20 min and the resulting precipitate was collected by filtration, washed with H2O and dried under reduced pressure to furnish furnish 1.76 g (78% yield) of the title compound as a white solid.

Aufarbeitung

  1. stirringThe reaction mixture was stirred at 70° C. for 20 min
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with H2O
  4. customdried under reduced pressure
  5. customto furnish

Quellen und Nachweise

ORD-Eintrag
ord-65d542d641904b0f959c1f6aa2635400
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07214824B2

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