Nitric Acid → 1-Bromo-2,5-dichloro-4-nitrobenzene

HRID 1068605

Reaktionsgleichung

Reaktionsgleichung von HRID 1068605
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[Cl:9].[N+:10]([O-])([OH:12])=[O:11]>>[Cl:9][C:3]1[CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[C:6]([Cl:8])=[CH:7][C:2]=1[Br:1]

Komponenten

3

Edukt 2

HCID 944Nitric AcidHCID 150332-Bromo-1,4-dichlorobenzene

Produkt 1

HCID 211900161-Bromo-2,5-dichloro-4-nitrobenzene

Versuchsvorschrift

A solution of 2-bromo-1,4-dichlorobenzene (1.000 g, 4.443 mmol, Aldrich, used as received) in fuming HNO3 (7.0 mL) was stirred at 50° C. for 1.5 h and poured into ice (80 g). Yellowish white solid was filtered, washed with water (10 mL), and dried under vacuum to obtain 1.14 g (95%) of pure (CH NMR) title compound as a yellowish white powder; m.p. 50-53° C. (lit m.p. 57-58° C.; Fox, D. L. and Turner, E. E., J. Chem. Soc. 1859 (1930)); 1H NMR (CDCl3): δ 7.863 (s, 1H), 8.030 (s, 1H). This material was used as such for the next reaction.

Aufarbeitung

  1. filtrationYellowish white solid was filtered
  2. washwashed with water (10 mL)
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-4d74f826a7da43e5ab2804fc6036a716
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06251903B1

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