Reacción #1435720

ord-a4528f76be924b91a658fcb1b32c97a0

Ecuación de reacción

[Cl-].[NH4+]
ammonium chloride
[Na+].c1cc[cH-]c1
sodium cyclopentadienylide
C[Si](C)(C)OCCCBr
3-bromo-1-trimethylsiloxypropane
C[Si](C)(C)OCCCC1=CC=CC1
(3-trimethylsiloxypropyl)-cyclopentadiene
Rendimiento 43.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction is maintained
  2. 2
    Extracciónthe organic phase is extracted
  3. 3
    Concentraciónconcentrated to dryness in order
  4. 4
    Otroto give an orange oil

Procedimiento

To 50 ml of a 2.3 M solution of sodium cyclopentadienylide (115 mmol), a solution of 24.3 g (115 mmol) of 3-bromo-1-trimethylsiloxypropane in tetrahydrofurane is added. The quick formation of a pinkish solid is observed. The reaction is maintained under stirring for 12 hours and then it is neutralised with an ammonium chloride solution; the organic phase is extracted and concentrated to dryness in order to give an orange oil. (9.8 g, 50 mmol. Yield: 43%). 1H-NMR (CDCl3): 6.47–6.00 (m, 3H), 3.62 (m, 2H), 2.95 (m, 1H), 2.87 (m, 1H), 2.43 (m, 2H), 1.80 (m, 2H), 0.17 (s, 9H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07211538B2uspto-grants-2007_05