HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → 1-(3,6-dibromo-9H-carbazol-9-yl)-4-(phenylamino)butan-2-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 3,6-Dibromocarbazole | HCID 274874 | — |
| Edukt | N-(2-(oxiran-2-yl)ethyl)aniline | HCID 18628254 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-(3,6-dibromo-9H-carbazol-9-yl)-4-(phenylamino)butan-2-ol | HCID 46851213 | 57,5% |
Reaktionsschritte
NaH (60% dispersed in mineral oil, 0.0018 g, 0.0452 mmol) was added to a solution of 3,6-dibromocarbazole (0.0147 g, 0.0452 mmol) in 0.5 mL anhydrous THF and the mixture was stirred for 15 min. N-(2-(oxiran-2-yl)ethyl)aniline (0.0067 g, 0.0410 mmol) in 1.5 mL anhydrous THF solution was added dropwise and the resulting mixture was stirred at 60° C. overnight. THF was removed under vacuum and the residue was dissolved in 10 mL EtOAc and washed with water 2×5 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford the crude product, which was subjected to silica gel chromatography using Hexanes/EtOAc to afford 0.0115 g colorless oil; yield 57.5%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09446022B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-ff447b6d34764a3a8936fee5d44df5d1 |
| Quellennotiz | uspto-grants-2016_09 |