1,4-Dibromo-2-nitrobenzene → 4,4'-Dibromo-2,2'-dinitro-1,1'-biphenyl

HRID 219057

Reaktionsgleichung

Reaktionsgleichung von HRID 219057
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]>CN(C)C=O>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([C:2]2[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=2[N+:9]([O-:11])=[O:10])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Komponenten

3

Edukt 1

HCID 770041,4-Dibromo-2-nitrobenzene

Produkt 1

HCID 100466484,4'-Dibromo-2,2'-dinitro-1,1'-biphenylAusbeute 118,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2,5-dibromonitrobenzene (12.0 g, 42.7 mmol) was dissolved in dimethylformamide (DMF, 80 ml), Cu (6.0 g, 93.94 mmol) was added thereto, and then the reaction mixture was reacted at 120° C. for 3 hours. The reaction mixture was cooled to room temperature, the insoluble material was filtered off and the filtrate was concentrated. The resultant product was recrystallized in ethanol to obtain 4,4′-dibromo-2,2′-dinitrobiphenyl (10.2 g, 60%). MS [M+] 354.

Aufarbeitung

  1. customthe reaction mixture was reacted at 120° C. for 3 hours
  2. filtrationthe insoluble material was filtered off
  3. concentrationthe filtrate was concentrated
  4. customThe resultant product was recrystallized in ethanol

Quellen und Nachweise

ORD-Eintrag
ord-08862f88b9e441119a2b3399016d3bc3
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198801B2

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