Reaktion #1895871

Reaktionsgleichung

bis(3,5-dibromophenyl) ketone

2-bromobiphenyl

magnesium

→

9,9-bis(3,5-dibromophenyl)fluorene

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

dimethoxyethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONis then added at room temperature
2. 2
   SonstigeThe solvent is removed in vacuo, 1000 ml of glacial acetic acid and 5 ml of hydrogen bromide
3. 3
   workup.ADDITIONare added to the residue
4. 4
   workup.STIRRINGthe mixture is stirred for one hour
5. 5
   TemperaturThe suspension is heated
6. 6
   Temperaturunder reflux for half an hour
7. 7
   workup.STIRRINGstirred at room temperature for twelve hours
8. 8
   FiltrationThe solid is filtered off with suction
9. 9
   Waschenwashed three times with 300 ml of ethanol
10. 10
    Sonstigerecrystallised twice from toluene

Vorschrift

The corresponding Grignard compound is prepared from 144.5 g (620 mmol) of 2-bromobiphenyl and 15.3 g (580 mmol) of magnesium in a mixture of 500 ml of tetrahydrofuran and 250 ml of dimethoxyethane. A suspension of 224.0 g (450 mmol) of bis(3,5-dibromophenyl) ketone in 1000 ml of tetrahydrofuran is then added at room temperature, and the mixture is stirred for a further twelve hours. The solvent is removed in vacuo, 1000 ml of glacial acetic acid and 5 ml of hydrogen bromide are added to the residue, and the mixture is stirred for one hour. The suspension is heated under reflux for half an hour and stirred at room temperature for twelve hours. The solid is filtered off with suction, washed three times with 300 ml of ethanol and recrystallised twice from toluene. Yield: 183.2 g (289 mmol), 64.3%, purity about 99.8% (HPLC).

Quelle