Реакция #955958

ord-9d6dedd5906e404490d11b8f63788366

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеA dry 250 mL 1-neck flask was flushed with N2
  2. 2
    ДругоеThe flask was evacuated
  3. 3
    Фильтрацияthe mixture was filtered through Celite and solvent
  4. 4
    Другоеwas removed by rotary evaporation
  5. 5
    workup.DISSOLUTIONThe solid was dissolved in hexanes
  6. 6
    Другоеpurified by column chromatography

Методика

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%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08968885B2uspto-grants-2015_03