Réaction #955968

Équation de réaction

dichlorobenzene

(2-ethylhexyl)magnesium bromide

→

product

Rendement 21.0%

1,2-bis(2-ethylhexyl)benzene

Rendement 21.0%

Solvants

DI water

Conditions de réaction

Traitement

1. 1
   AutreA dry 1 L three-neck round bottom flask, equipped with a condenser and an addition funnel
2. 2
   workup.ADDITIONAfter addition
3. 3
   Températurethe reaction was heated
4. 4
   Températureto reflux for 12 hours
5. 5
   Températurecooled down to room temperature
6. 6
   ExtractionThe mixture was extracted with MTBE (3×100 mL)
7. 7
   Séchagedried over anhydrous MgSO4
8. 8
   Filtrationfiltered
9. 9
   Autrethe solvent was removed by rotary evaporation
10. 10
    workup.DISTILLATIONThe mixture was purified by distillation under a reduced pressure

Mode opératoire

A dry 1 L three-neck round bottom flask, equipped with a condenser and an addition funnel, was charged with Ni(dppp)2Cl2 (0.99 g, 1.83 mmol) and dichlorobenzene (26.7 g, 182 mmol). The reaction solution was cooled down to 0° C. and then (2-ethylhexyl)magnesium bromide solution (400 mmol) was added dropwise via the addition funnel under nitrogen. After addition was complete, the reaction was heated to reflux for 12 hours and then cooled down to room temperature. The reaction solution was poured into 100 mL of DI water. The mixture was extracted with MTBE (3×100 mL). The organic phase was combined, dried over anhydrous MgSO4, filtered and the solvent was removed by rotary evaporation. The mixture was purified by distillation under a reduced pressure to give the product (11.5 g, 21%) as colorless oil.

Source