Reacción #3784

ord-24790d511c784f0cb5c8390c2b1741e2

Ecuación de reacción

Cc1sc([Si](C)(C)C)cc1C1=C(c2cc([Si](C)(C)C)sc2C)C(F)(F)C(F)(F)C1(F)F
1,2-bis(2-methyl-5-trimethylsilyl-3-thienyl)hexafluorocyclopentene
Br
hydrobromic acid
Cc1sccc1C1=C(c2ccsc2C)C(F)(F)C(F)(F)C1(F)F
1,2-bis(2-methyl-3-thienyl)hexafluorocyclopentene
Rendimiento 98.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroto react for 6 hours under refluxing conditions
  2. 2
    OtroAfter the completion of the reaction
  3. 3
    Lavadothe chloroform layer was washed with an aqueous solution of sodium bicarbonate
  4. 4
    Otrothe chloroform was removed under reduced pressures
  5. 5
    OtroThe reaction product was purified by silicagel column chromatogram

Procedimiento

1,2-bis(2-methyl-5-trimethylsilyl-3-thienyl)hexafluorocyclopentene (2.16 g, 0.005 mol) was dissolved in chloroform (200 ml) and was allowed to react for 6 hours under refluxing conditions by adding concentrated hydrobromic acid (10 ml) to the solution. After the completion of the reaction, the chloroform layer was washed with an aqueous solution of sodium bicarbonate and the chloroform was removed under reduced pressures. The reaction product was purified by silicagel column chromatogram to give 1,2-bis(2-methyl-3-thienyl)hexafluorocyclopentene (1.8 g, 0.0049 mol).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05734065uspto-grants-1998_03