Bromopentafluorobenzene → 4-Nitro-2',3',4',5',6'-pentafluorobiphenyl

HRID 601452

Reaktionsgleichung

Reaktionsgleichung von HRID 601452
I[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.Br[C:12]1[C:17]([F:18])=[C:16]([F:19])[C:15]([F:20])=[C:14]([F:21])[C:13]=1[F:22]>[Cu]>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([C:12]2[C:13]([F:22])=[C:14]([F:21])[C:15]([F:20])=[C:16]([F:19])[C:17]=2[F:18])=[CH:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

4

Edukt 2

HCID 9578BromopentafluorobenzeneHCID 124951-Iodo-4-nitrobenzene

Produkt 1

HCID 112547604-Nitro-2',3',4',5',6'-pentafluorobiphenylAusbeute 63,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23978CopperKatalysator

Reaktionsbedingungen

Temperatur
190 °C

Versuchsvorschrift

A mixture of 4-iodonitrobenzene (15 g, 0.060 mol), bromopentafluorobenzene (14.9 g, 2.56 mL, 0.060 mol) and copper powder (30 g) was placed into a 50-mL J-Young glass tube and heated at 190° C. for 24 hours. The tube was cooled and the mixture was extracted exhaustively with dichloromethane. The solvent was removed and the residue was extracted with boiling hexane and filtered while hot. The solvent was removed and the resulting viscous solid was sublimed to obtain 4-nitro-2′,3′,4′,5′,6′-pentafluorobiphenyl as a yellow solid (11.0 g, 63% yield).

Aufarbeitung

  1. customwas placed into a 50-mL J-Young glass tube
  2. temperatureThe tube was cooled
  3. extractionthe mixture was extracted exhaustively with dichloromethane
  4. customThe solvent was removed
  5. extractionthe residue was extracted with boiling hexane
  6. filtrationfiltered while hot
  7. customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-adca81a513a1436a87ff1d0673b1d03f
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902363B2

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