HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Mesitylene → 5-mesityl-1H-pyrrole-3-carbaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Mesitylene | HCID 7947 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Edukt | 2,4,6-Trimethylbenzeneboronic acid | HCID 292184 | — |
| Edukt | 5-bromo-1H-pyrrole-3-carbaldehyde | HCID 57831983 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 5-mesityl-1H-pyrrole-3-carbaldehyde | HCID 86630987 | — |
Reaktionsschritte
A mixture of 5-bromo-1H-pyrrole-3-carbaldehyde (0.87 g), 2,4,6-trimethylphenylboronic acid (3.28 g), cesium carbonate (13.0 g), tri-tert-butylphosphine (0.10 g), tris(dibenzylideneacetone)dipalladium (0) (0.23 g) and mesitylene (200 mL) was stirred with heating under reflux for 5 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=3:1) to give the title compound as a brown amorphous form (yield 0.30 g, 28%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07977488B2 |
| Quelldatensatz | uspto-grants-2011_07 |
| ORD ID | ord-9f4f196355aa4aaa898ca2ea679e70bb |
| Quellennotiz | uspto-grants-2011_07 |