1H-Indene, 2-bromo- → 2-Neopentylindene

Participants

Reaction Steps

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

Provenance & Evidence