Reacción #171148

Ecuación de reacción

carbon dioxide

Compound 75

3,7-Didecylthieno[3,2-b]thieno[2′,3′:4,5]thieno[2,3-d]thiophene-2,6-dicarboxylic acid

hexane

→

compound 70

Rendimiento 62.5%

3,7-didecylthieno[3,2-b]thieno[2′,3′:4,5]thieno[2,3-d]thiophene

Rendimiento 62.5%

Disolventes

quinoline

Condiciones de reacción

Tratamiento posterior

1. 1
   Otro(about 2 hours)
2. 2
   Temperaturato cool to room temperature
3. 3
   LavadoThis mixture is then repeatedly washed in HCl (2N, 4×50 mL)
4. 4
   OtroThe hexane is partially removed by evaporation
5. 5
   Filtraciónthe resultant solid is collected by filtration
6. 6
   Otrore-crystallized from hexane

Procedimiento

Compound 75 (13.5 g, 0.021 mol) is mixed with copper powder (0.9 g) in quinoline (80 mL), and the mixture is heated to 250-260° C. in a Woods metal bath. When no further bubbles of carbon dioxide gas could be detected (about 2 hours), the mixture is allowed to cool to room temperature and hot hexane (400 mL) is added. This mixture is then repeatedly washed in HCl (2N, 4×50 mL). The hexane is partially removed by evaporation, and the resultant solid is collected by filtration and re-crystallized from hexane to afford compound 70 (7.0 g, 60.6% yield). M.P.: 111.0-113.3° C. 1H NMR (C6D6): δ 6.53 (s, 2H), 2.51 (t, 4H), 1.64 (m, 4H), 1.27 (m, 28H), 0.89 (t, 6H). 13C NMR: 141.26, 136.42, 133.17, 132.04, 120.73, 32.31, 30.03, 29.96, 29.90, 29.79, 29.66, 29.04, 23.07, 14.28.

Fuente