Reaktion #652802

Reaktionsgleichung

2,3,4,5,6-pentafluorobenzoic acid

thionyl chloride

dichloroethane

p-phenoxyphenol

ethyl iodide

sodium hydroxide

aluminum chloride

dichloroethane

→

2,3,4,5,6-pentafluorobenzoyl chloride

Ausbeute 60.4%

Lösungsmittel

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeInto a 250 ml three-neck flask, which was equipped with an additional funnel and calcium chloride drying tube
2. 2
   Sonstigewas slowly dripped into flask
3. 3
   workup.ADDITIONAfter the addition
4. 4
   workup.STIRRINGthe reaction mixture was stirred overnight at room temperature
5. 5
   workup.STIRRINGcontinued stirring for 15 min
6. 6
   Extraktionwas extracted with dichloromethane
7. 7
   SonstigeThe organic layer was collected
8. 8
   Waschenwashed with water
9. 9
   Trocknendried over sodium sulfate
10. 10
    Filtrationfiltered
11. 11
    Sonstigeevaporated
12. 12
    SonstigeRecrystallization from methanol with charcoal yielded white crystal of 4-ethyoxy-4′-(2,3,4,5,6-pentafluorobenzoyl) diphenyl ehter (EPDE) (yield 60.4%)

Vorschrift

Into a 250 ml three-neck flask, which was equipped with an additional funnel and calcium chloride drying tube, were placed 4-ethoxydiphenyl ether (3.5 g), which was synthesized from p-phenoxyphenol with ethyl iodide in the presence of sodium hydroxide, aluminum chloride (5.4 g) and dried dichloroethane (30 ml). The solution of 2,3,4,5,6-pentafluorobenzoyl chloride (3.7 g), which was synthesized from 2,3,4,5,6-pentafluorobenzoic acid with thionyl chloride, and dried dichloroethane (10 ml) was slowly dripped into flask while stirring. After the addition was complete, the reaction mixture was stirred overnight at room temperature. Small amount of water was added very slowly to the reaction mixture and continued stirring for 15 min. The reaction mixture was then poured into 250 ml of water, which was extracted with dichloromethane. The organic layer was collected, washed with water, dried over sodium sulfate, filtered and evaporated. Recrystallization from methanol with charcoal yielded white crystal of 4-ethyoxy-4′-(2,3,4,5,6-pentafluorobenzoyl) diphenyl ehter (EPDE) (yield 60.4%).

Quelle