Reaktion #2161223
ord-0392d3f1401547a6a41861c5b70333d3
Reaktionsgleichung
porphyrin
pyrrole
4-trimethylsilylethynylbenzaldehyde
methanol
→
porphyrin
Ausbeute 12.0%
tetrakis(4-trimethylsilylethynylphenyl)porphyrin
Ausbeute 12.0%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturThe temperature was subsequently increased
- 2Temperaturat reflux for 4 hours
- 3workup.WAITwas then left
- 4Sonstigeto crystallize
- 5FiltrationThe medium was filtered over sintered glass
- 6Waschenthe product was rinsed with methanol
Vorschrift
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.