Reaktion #6292

Reaktionsgleichung

trifluoroacetophenone

trifluoromethane sulfonic acid

anisole

hydrobromic acid

→

1,1-bis(4-hydroxyphenyl)-1-phenyl-2,2,2-trifluoroethane

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture is then transferred to a separatory funnel
2. 2
   Waschenthe organic material is washed with water (3×11), saturated bicarbonate (3×500 ml) and water (2×500 ml)
3. 3
   SonstigeThe organic phase is dried
4. 4
   Sonstigethe volatiles removed in vacuo
5. 5
   SonstigeThe resulting material is crystallized from aqueous methanol
6. 6
   TemperaturThe mixture is cooled
7. 7
   workup.ADDITIONpoured
8. 8
   Sonstigeover crushed ice
9. 9
   Sonstigethe solid collected
10. 10
    SonstigeThe crude material is recrystallized from ethanol and petroleum ether

Vorschrift

A mixture of 100 grams (0.57 mol) of trifluoroacetophenone, 100 grams (0.7 mol) trifluoromethane sulfonic acid, and 100 grams (10.9 mol) anisole is stirred at room temperature for 24 hours. The mixture is then transferred to a separatory funnel and the organic material is washed with water (3×11), saturated bicarbonate (3×500 ml) and water (2×500 ml). The organic phase is dried and the volatiles removed in vacuo. The resulting material is crystallized from aqueous methanol. 37.2 grams (0.1 mol) of this product is refluxed with glacial acetic acid saturated with anhydrous hydrobromic acid. The mixture is cooled and poured over crushed ice and the solid collected. The crude material is recrystallized from ethanol and petroleum ether to give 1,1-bis(4-hydroxyphenyl)-1-phenyl-2,2,2-trifluoroethane.

Quelle