Реакция #710049

ord-d42af2836cdc4d4a91d217596954d8b4

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04772734uspto-grants-1988_09