Реакция #6292

Уравнение реакции

trifluoroacetophenone

trifluoromethane sulfonic acid

anisole

hydrobromic acid

→

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

Растворители

acetic acid

Условия реакции

Обработка

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

Методика

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.

Источник