Réaction #955970

Équation de réaction

(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

Rendement 97.1%

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

Rendement 97.1%

Conditions de réaction

Traitement

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

Mode opératoire

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%).

Source