Reaktion #69566

Reaktionsgleichung

2,2′-dimethylbiphenyl

1-bromo-adamantane

→

2,2′-dimethyl-5,5′-bis(1-adamantyl)biphenyl

Ausbeute 48.2%

Lösungsmittel

nitromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 100 ml four-neck flask provided with a thermometer, stirrer
2. 2
   Temperaturreflux tube
3. 3
   workup.ADDITIONnitrogen-introducing tube
4. 4
   workup.STIRRINGthe result stirred at room temperature
5. 5
   workup.DISSOLUTIONuntil dissolving
6. 6
   TemperaturAn oil bath was heated to 60° C.
7. 7
   FiltrationThe reaction solution was filtered
8. 8
   Waschenrinsed away with a small amount of methanol
9. 9
   workup.STIRRINGThe filtered material was stirred in 30 ml of methanol for 30 minutes
10. 10
    Filtrationfiltered
11. 11
    SonstigeThe obtained residue was dried at 60° C. under reduced pressure

Vorschrift

A 100 ml four-neck flask provided with a thermometer, stirrer, reflux tube, and nitrogen-introducing tube was charged with 2,2′-dimethylbiphenyl 14.7 g (80.55 mmol), 1-bromo-adamantane 34.7 g (161.1 mmol), and nitromethane 200 ml and the mixture stirred under a nitrogen flow at room temperature. Iron (III) chloride 1.31 g (8.07 mmol) was added and the result stirred at room temperature until dissolving. An oil bath was heated to 60° C., then the stirring was continued at that temperature for 4 hours. The reaction solution was filtered and rinsed away with a small amount of methanol. The filtered material was stirred in 30 ml of methanol for 30 minutes, then filtered. The obtained residue was dried at 60° C. under reduced pressure to obtain 2,2′-dimethyl-5,5′-bis(1-adamantyl)biphenyl white powder 17.5 g.

Quelle