Reacción #955958

ord-9d6dedd5906e404490d11b8f63788366

Ecuación de reacción

CCCCC(C#Cc1c2ccsc2c(C#CC(CC)CCCC)c2ccsc12)CC
4,8-bis(3-ethylhept-1-ynyl)thieno[2,3-f]benzothiophene
CCCCC(CC)CCc1c2ccsc2c(CCC(CC)CCCC)c2ccsc12
oil
Rendimiento 54.0%
CCCCC(CC)CCc1c2ccsc2c(CCC(CC)CCCC)c2ccsc12
4,8-bis(3-ethylheptyl)thieno[2,3-f]benzothiophene
Rendimiento 54.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA dry 250 mL 1-neck flask was flushed with N2
  2. 2
    OtroThe flask was evacuated
  3. 3
    Filtraciónthe mixture was filtered through Celite and solvent
  4. 4
    Otrowas removed by rotary evaporation
  5. 5
    workup.DISSOLUTIONThe solid was dissolved in hexanes
  6. 6
    Otropurified by column chromatography

Procedimiento

A dry 250 mL 1-neck flask was flushed with N2 and was charged with 4,8-bis(3-ethylhept-1-ynyl)thieno[2,3-f]benzothiophene (3.04 g, 0.007 mol), Pd/C wet support (0.82 g, 10%) and THF (15 mL, 0.5 M). The flask was evacuated and backfilled with hydrogen. The flask was kept under a hydrogen atmosphere and was monitored by TLC. After the reaction was completed, the mixture was filtered through Celite and solvent was removed by rotary evaporation. The solid was dissolved in hexanes and purified by column chromatography to yield oil (1.66 g, 54%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08968885B2uspto-grants-2015_03