Reaktion #335748

Reaktionsgleichung

1,6-dibromobenzene

1,4-dichlorobenzene

tetrahydrofuran

→

1-(6-bromohexyl)-4chlorobenzene

Ausbeute 45.0%

Lösungsmittel

toluene

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe full mixture was refluxed for 7 hours
2. 2
   FiltrationThe precipitate was then filtered off
3. 3
   Sonstigethe phases were separated
4. 4
   WaschenThe organic phase was washed
5. 5
   Sonstigedried
6. 6
   Sonstigeevaporated

Vorschrift

In the same manner as described in Example 1, a Grignard solution in a mixture containing 450 ml of toluene and 40 ml of tetrahydrofuran was prepared from 58.8 g (0.4 Mol) of 1,4-dichlorobenzene. A solution of 146.4 g (0.6 Mol) of commercially available 1,6-dibromobenzene in 100 ml of toluene and a catalytic amount of dilithium tetrachlorocuprate were added to this solution. The full mixture was refluxed for 7 hours. The precipitate was then filtered off, the filtrate was acidified, and the phases were separated. The organic phase was washed, dried and evaporated, and the residue was fractionated. About 50 g of 1-(6-bromohexyl)-4chlorobenzene (45 percent yield) were obtained at a pressure of 0.2 hPa and at 106° to 109° C.

Quelle