Reaktion #12067

ord-d016d5953a644d638a4f6edb144b58b4

Reaktionsgleichung

BrC1=Cc2ccccc2C1
2-bromoindene
CC(C)(C)[CH2][Mg][Cl]
neopentyl magnesium chloride
CC(C)(C)CC1=Cc2ccccc2C1
2-neopentylindene

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07098356B2uspto-grants-2006_08