Nitric Acid → 4-Bromo-3,4'-dinitro benzophenone

HRID 2352783Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2352783
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)=[O:9])=[CH:4][CH:3]=1.OS(O)(=O)=O.[N+:24]([O-])([OH:26])=[O:25]>ClC(Cl)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)=[O:9])=[CH:6][C:7]=1[N+:24]([O-:26])=[O:25]

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 28256634-Bromo-4'-nitrobenzophenone

Produkt 1

HCID 197081834-Bromo-3,4'-dinitro benzophenoneAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 63651,1-DichloroethaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

The crude (4-Bromo-phenyl)-(4-nitro-phenyl)-methanone (15 g, 49 mmol) was dissolved in 45 mL of dichloroethane and added dropwise via addition funnel to a mixture of concentrated H2SO4(aq) (2 mL, 392 mmol) and fuming HNO3(aq) (15.7 mL, 392 mmol). The mixture was stirred at 60° C. overnight. Subsequently the mixture was poured over ice water and allowed to stir resulting in precipitation of the product. The product was filtered and dried affording 78% yield of the desired (4-Bromo-3-nitro-phenyl)-(−4-nitro-phenyl)-methanone (13.1 g, 38 mmol).

Aufarbeitung

  1. stirringto stir
  2. customresulting in precipitation of the product
  3. filtrationThe product was filtered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-490106e70b324ca4b0d99d5787340076
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07749530B2

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