Reacción #955970

Ecuación de reacción

(4-(3-ethylhept-1-yn-1-yl)-8-(3-ethylnon-1-yn-1-yl)benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl)bis(triisopropylsilane)

→

solid

Rendimiento 97.1%

(4,8-bis(3-ethylheptyl)benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl)bis(triisopropylsilane)

Rendimiento 97.1%

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA dry 100 mL three-neck round bottom flask equipped with a condenser
2. 2
   Otrowas flushed with N2
3. 3
   Secadodry support (0.70 g, 10%) and anhydrous 1,4-dioxane (30 mL, 0.11 M)
4. 4
   OtroThe flask was evacuated
5. 5
   Temperaturathe mixture was cooled to ambient temperature
6. 6
   Filtraciónfiltered through Celite, and solvent
7. 7
   Otrowas removed by rotary evaporation
8. 8
   workup.DISSOLUTIONThe solid was dissolved in chloroform
9. 9
   Otroprecipitated into methanol

Procedimiento

A dry 100 mL three-neck round bottom flask equipped with a condenser was flushed with N2 and was charged with (4-(3-ethylhept-1-yn-1-yl)-8-(3-ethylnon-1-yn-1-yl)benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl)bis(triisopropylsilane) (2.5 g, 3.3 mmol), Pd/C dry support (0.70 g, 10%) and anhydrous 1,4-dioxane (30 mL, 0.11 M). The flask was evacuated and backfilled with hydrogen. The reaction was kept under a hydrogen atmosphere and slowly heated to 95° C. Completion of hydrogenation was monitored by TLC. After hydrogenation was complete, the mixture was cooled to ambient temperature, filtered through Celite, and solvent was removed by rotary evaporation. The solid was dissolved in chloroform and precipitated into methanol to yield white solid (2.42 g, 97%).

Fuente