Reaktion #710049

ord-d42af2836cdc4d4a91d217596954d8b4

Reaktionsgleichung

C[Si](C)(C)Cl
Chlorotrimethylsilane
[Na+].c1cc[cH-]c1
Sodium cyclopentadienide
C[Si](C)(C)C1([Si](C)(C)C)C=CC=C1
bis(trimethylsilyl)cyclopentadiene
C[Si](C)(C)C1=CC=CC1
trimethylsilylcyclopentadiene

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONThe reaction mixture is poured into 150 ml of cold,
  2. 2
    workup.DISTILLATIONdistilled water and trimethylsilylcyclopentadiene
  3. 3
    Extraktionis extracted into diethyl ether
  4. 4
    SonstigeThe extract is rotary evaporated
  5. 5
    Sonstigeto remove the ethereal solvent
  6. 6
    workup.DISTILLATIONdistilled

Vorschrift

Trimethylsilylcyclopentadiene and bis(trimethylsilyl)cyclopentadiene are prepared by the procedures of Kraihanzel et al., J. Amer. Chem. Soc., 90, 4701 (1968) and I. M. Pribytkova et al., J. of Organometallic Chem., 30, C57-C60 (1971). Sodium cyclopentadienide (44 g, 0.50 mole) is added to 150 ml of tetrahydrofuran. Chlorotrimethylsilane (54 g, 0.5 mole) is added dropwise slowly to the reaction and the stirring is continued for 3 hours. The reaction mixture is poured into 150 ml of cold, distilled water and trimethylsilylcyclopentadiene is extracted into diethyl ether. The extract is rotary evaporated to remove the ethereal solvent and the residue is vacuum distilled to give trimethylsilylcyclopentadiene, b.p. 41° C.-43° C. (16 mm).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04772734uspto-grants-1988_09