Réaction #12067

Équation de réaction

2-bromoindene

neopentyl magnesium chloride

→

2-neopentylindene

Solvants

THF

Conditions de réaction

Traitement

1. 1
   Autrequenched
2. 2
   workup.ADDITIONby adding 150 mL of 1.0 M aqueous hydrochloric acid
3. 3
   AutreThe product was isolated
4. 4
   Autrepurified (hexanes/silica) as for 2-benzyl-indene

Mode opératoire

To a mixture of 2-bromoindene (7.5 g, 39 mmol) and 2.5 g of NiCl2(PPh3)2 in 150 mL of THF was added over 1 hour 50 mL of neopentyl magnesium chloride (1.0 M in THF; 50 mmol). The mixture was stirred overnight and then quenched by adding 150 mL of 1.0 M aqueous hydrochloric acid. The product was isolated and purified (hexanes/silica) as for 2-benzyl-indene. Yield: 4.75 g, 66 percent

Source