HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Aluminium lithium hydride → 5-methyl-3-(pyrrolidin-3-yl)-1H-indole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Edukt | 3-(5-methyl-1H-indol-3-yl)pyrrolidine-2,5-dione | HCID 67036471 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-methyl-3-(pyrrolidin-3-yl)-1H-indole | HCID 54857136 | — |
Reaktionsschritte
Lithium aluminum hydride (7.9 g, 200 mmol) in dry THF (380 mL) was stirred for 20 min. at RT under nitrogen atmosphere. 3-(5-Methyl-1H-indol-3-yl) pyrrolidine-2,5-dione (9.5 g, 41 mmol) was added portionwise and the reaction mixture was heated to reflux overnight. The reaction mixture was cooled to RT, quenched with aqueous sodium sulfate, and filtered. The solid was rinsed with THF and the THF layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue was purified by silica gel chromatography (25% MeOH/DCM/ammonia) to afford the title compound. Yield: 4.2 g, 49.2%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09271971B2 |
| Quelldatensatz | uspto-grants-2016_03 |
| ORD ID | ord-0a63783d039e4223ae006b1871f57cff |
| Quellennotiz | uspto-grants-2016_03 |