Reacción #2161223

Ecuación de reacción

porphyrin

pyrrole

4-trimethylsilylethynylbenzaldehyde

methanol

→

porphyrin

Rendimiento 12.0%

tetrakis(4-trimethylsilylethynylphenyl)porphyrin

Rendimiento 12.0%

Disolventes

propionic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe temperature was subsequently increased
2. 2
   Temperaturaat reflux for 4 hours
3. 3
   workup.WAITwas then left
4. 4
   Otroto crystallize
5. 5
   FiltraciónThe medium was filtered over sintered glass
6. 6
   Lavadothe product was rinsed with methanol

Procedimiento

5.02 g of 4-trimethylsilylethynylbenzaldehyde (25 mmol) were dissolved in 210 ml of propionic acid and then heated to 80° C. 1.72 ml of pyrrole (25 mmol) were subsequently added portionwise over a period of one hour. The temperature was subsequently increased and the mixture was kept at reflux for 4 hours. After a return to ambient temperature, 75 ml of methanol were added to the reaction medium, which was then left to stand for 14 hours in order for the porphyrin to crystallize. The medium was filtered over sintered glass and the product was rinsed with methanol. 2.87 g (3 mmol; yield 12%) of the expected porphyrin (1) were obtained in the form of a purple powder.

Fuente