2,2'-Bis(trifluoromethyl)-4,4'-dinitrobiphenyl → (1,1'-Biphenyl)-4,4'-diamine, 2,2'-bis(trifluoromethyl)-

HRID 985354

Reaktionsgleichung

Reaktionsgleichung von HRID 985354
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][C:13]=1[C:21]([F:24])([F:23])[F:22]>[Pd].C(OCC)(=O)C>[F:1][C:2]([F:25])([F:26])[C:3]1[CH:8]=[C:7]([NH2:9])[CH:6]=[CH:5][C:4]=1[C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][C:13]=1[C:21]([F:22])([F:23])[F:24]

Komponenten

4

Edukt 1

HCID 113724052,2'-Bis(trifluoromethyl)-4,4'-dinitrobiphenyl

Produkt 1

HCID 629349(1,1'-Biphenyl)-4,4'-diamine, 2,2'-bis(trifluoromethyl)-Ausbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A hydrogenation bottle was charged with 40.0 g of 2,2′-bis(trifluoromethyl)-4,4′-dinitrobiphenyl, 0.6 g of 5% palladium on activated carbon and 200 ml of ethyl acetate. The bottle was secured on a Parr hydrogenation apparatus, flushed five times with hydrogen, and then pressurized with hydrogen to 56 psi. The pressure was maintained, and the vessel was agitated for several hours. After the reaction mixture was filtered and about 200 ml of hexanes were added. The crystals that formed were filtered to afford 30.2 g (90%) of product.

Aufarbeitung

  1. customflushed five times with hydrogen
  2. temperatureThe pressure was maintained
  3. filtrationAfter the reaction mixture was filtered
  4. additionabout 200 ml of hexanes were added
  5. customThe crystals that formed
  6. filtrationwere filtered

Quellen und Nachweise

ORD-Eintrag
ord-2659042974c14e1aae337a3b51e2e52d
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06870978B2

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