Reaktion #429347

ord-9840213bd7384970a00167eafcce2307

Reaktionsgleichung

C1=Cc2ccccc2C1
indene
CCOCC
diethyl ether
[Li][CH2]CCC
n-butyllithium
[Li][CH]1C=Cc2ccccc21
indenyllithium

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added to a container that
  2. 2
    Sonstigeto form a first mixture

Vorschrift

Ten mL (85.7 mmol) of indene, which is a (cyclopentacarbyl) compound, was added to a container that contained 150 mL of diethyl ether and 15 mL of tetrahydrofuran to form a first mixture. This first mixture was then reacted with 53.6 mL (85.7 mmol) of n-butyllithium (1.6M in hexane) to form indenyllithium, which is a (cyclopentacarbyl) metal compound. This reaction took place at -78° C. A yellow solution was formed. This yellow solution was then stirred at room temperature (about 25° C.) for four hours and then cooled again to about -78° C. An equivalent quantity of (dimethyl) (chloro) (5-hexenyl) silane compound, prepared in Example One, was added dropwise to the yellow solution to form a second mixture. This second mixture was then stirred overnight at room temperature (about 25 ° C.). Thereafter, this second mixture was then hydrolyzed with 50 mL of water to form two phases, an organic phase and a water phase. The organic phase was dried over sodium sulfate and then the solvent was evaporated under a vacuum to produce a third mixture. This third mixture was then distilled using a high vacuum (10-2 torr) to obtain a product. The product obtained was (dimethyl) (5-hexenyl) (1-indene) silane, which is an (organo) (omega-alkenyl) (cyclopentacarbyl) silane compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05856547uspto-grants-1999_01