HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → N-ethyl-5-(furan-3-yl)-2-methylaniline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-(Furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 2773996 | — |
| Edukt | 5-bromo-N-ethyl-2-methylaniline | HCID 43729699 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-ethyl-5-(furan-3-yl)-2-methylaniline | HCID 66877311 | 98% |
Reaktionsschritte
0.69 g (3.20 mmol) of 5-bromo-N-ethyl-2-methylaniline and 0.93 g (4.80 mmol) of 3-furan boronic acid pinacol ester were dissolved in 7 mL of THF. 1.56 g (4.80 mmol) of cesium carbonate and 370 mg (0.32 mmol) of tetrakis(triphenyl phosphine)palladium(0) were added thereto and heated under reflux for 22 hours. After completion of the reaction, filtration was conducted, and the filtrate was condensed. The resulting crude product was separated and purified using silica gel column chromatography to give N-ethyl-5-(furan-3-yl)-2-methylaniline (yield: 98%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08415479B2 |
| Quelldatensatz | uspto-grants-2013_04 |
| ORD ID | ord-6f317208b33b4f2a8539517b604f631b |
| Quellennotiz | uspto-grants-2013_04 |