Reaction #2467923

Reaction equation

9,10-bis(pentafluorophenyl)-9,10-dihydro-9,10-anthracenediol

potassium iodide

sodium hypophosphite

→

9,10-bis(pentafluorophenyl)anthracene

Yield 39.2%

Solvents

acetic acid

Conditions

Workup

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

Procedure

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.

Source