Réaction #955958

ord-9d6dedd5906e404490d11b8f63788366

Équation de réaction

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
Rendement 54.0%
CCCCC(CC)CCc1c2ccsc2c(CCC(CC)CCCC)c2ccsc12
4,8-bis(3-ethylheptyl)thieno[2,3-f]benzothiophene
Rendement 54.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreA dry 250 mL 1-neck flask was flushed with N2
  2. 2
    AutreThe flask was evacuated
  3. 3
    Filtrationthe mixture was filtered through Celite and solvent
  4. 4
    Autrewas removed by rotary evaporation
  5. 5
    workup.DISSOLUTIONThe solid was dissolved in hexanes
  6. 6
    Autrepurified by column chromatography

Mode opératoire

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%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08968885B2uspto-grants-2015_03