Reaktion #929706

Reaktionsgleichung

4-Chloro-2-methylindene

3,5-Di-t-butylphenylmagnesium bromide

→

4-[3′,5′-di-t-butylphenyl]-2-methylindene

Lösungsmittel

Et2O

Et2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter overnight stirring
2. 2
   Sonstigethe reaction was slowly quenched with H2O
3. 3
   workup.ADDITIONThe solution was subsequently treated with 100 mL of 10% HCl(aq)
4. 4
   TrocknenThe organic layer was dried with magnesium sulfate
5. 5
   Sonstigethe solvent was removed by rotary evaporation
6. 6
   Wascheneluted with hexane

Vorschrift

4-Chloro-2-methylindene (6.1 g, 37 mmol) and NiCl2(PPh3)2 (1.8 g, 2.8 mmol) were dissolved in 150 mL of Et2O. 3,5-Di-t-butylphenylmagnesium bromide (10 g, 37 mmol) as a Et2O solution was added to the solution and the reaction was stirred overnight at room temperature. After overnight stirring, the reaction was slowly quenched with H2O to neutralize unreacted Grignard. The solution was subsequently treated with 100 mL of 10% HCl(aq), neutralized with saturated sodium bicarbonate aqueous solution. The organic layer was dried with magnesium sulfate and the solvent was removed by rotary evaporation. The remaining residue was loaded onto a silica gel column and eluted with hexane. Yield was 4.6 g (40%).

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