Reaktion #2467923

ord-4f1abf27d39a4c70a74c6084e5fe617e

Reaktionsgleichung

OC1(c2c(F)c(F)c(F)c(F)c2F)c2ccccc2C(O)(c2c(F)c(F)c(F)c(F)c2F)c2ccccc21
9,10-bis(pentafluorophenyl)-9,10-dihydro-9,10-anthracenediol
[I-].[K+]
potassium iodide
O=[PH2][O-].[Na+]
sodium hypophosphite
Fc1c(F)c(F)c(-c2c3ccccc3c(-c3c(F)c(F)c(F)c(F)c3F)c3ccccc23)c(F)c1F
9,10-bis(pentafluorophenyl)anthracene
Ausbeute 39.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling
  2. 2
    Filtrationwhite crystals were filtered off
  3. 3
    SonstigeThe crude product was recrystallized
  4. 4
    workup.ADDITIONa 1:1 mixture of toluene and hexane

Vorschrift

The reduction of the diol was accomplished by taking 5.44 g of 9,10-bis(pentafluorophenyl)-9,10-dihydro-9,10-anthracenediol in 50 mL of acetic acid and refluxing it with 9 g of potassium iodide and 9 g of sodium hypophosphite for 4 hours. After cooling, white crystals were filtered off. The crude product was recrystallized using a 1:1 mixture of toluene and hexane to yield 2.00 g of 9,10-bis(pentafluorophenyl)anthracene with a melting point of 337-338° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08257620B2uspto-grants-2012_09