Reaktion #1369643

Reaktionsgleichung

1,1-diphenylethylene

bromine

→

target compound

Ausbeute 81.0%

1-Bromo-2,2-diphenylethylene

Ausbeute 81.0%

Lösungsmittel

carbon tetrachloride

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA solution prepared
2. 2
   workup.ADDITIONwas added dropwise
3. 3
   Temperaturover 1 hour with cooling with ice
4. 4
   workup.ADDITIONAfter completion of the addition
5. 5
   Einengenconcentrated
6. 6
   workup.ADDITIONTo the residue were added 119 g of pyridine and 500 mL of toluene
7. 7
   TemperaturThis mixture was refluxed for 3 hours
8. 8
   TemperaturAfter being cooled
9. 9
   Waschenthe reaction mixture was washed with 5% hydrochloric acid and water
10. 10
    Trocknensubsequently dried with anhydrous sodium sulfate
11. 11
    Einengenconcentrated under reduced pressure
12. 12
    EinengenThe resultant concentrate
13. 13
    workup.DISTILLATIONwas distilled
14. 14
    Sonstigerecrystallized from methanol

Vorschrift

Into a reactor were introduced 110 g (0.60 mol) of the 1,1-diphenylethylene and 1,098 g of carbon tetrachloride under a nitrogen atmosphere. A solution prepared by mixing 95.9 g (0.60 mol) of bromine with 288 g of carbon tetrachloride was added dropwise thereto over 1 hour with cooling with ice. After completion of the addition, the reaction mixture was stirred at that temperature for 7 hours and then concentrated. To the residue were added 119 g of pyridine and 500 mL of toluene. This mixture was refluxed for 3 hours. After being cooled, the reaction mixture was washed with 5% hydrochloric acid and water, subsequently dried with anhydrous sodium sulfate, and then concentrated under reduced pressure. The resultant concentrate was distilled and then recrystallized from methanol to obtain 126 g (81%) of the target compound as white crystals.

Quelle