Reaktion #955970

Reaktionsgleichung

(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

Ausbeute 97.1%

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

Ausbeute 97.1%

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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%).

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