HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Hydroxide → 4,4-Dimethyl-1,2,3,4-tetrahydroisoquinolin-7-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 7-amino-4,4-dimethylisoquinoline-1,3(2H,4H)-dione | HCID 13558151 | — |
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4,4-Dimethyl-1,2,3,4-tetrahydroisoquinolin-7-amine | HCID 59021533 | 63% |
Reaktionsschritte
To a stirred mixture of LiAlH4 (800 mg, 21 mmol) and anhydrous THF (30 mL) was added at 0° C. a solution of 7-amino-4,4-dimethylisoquinoline-1,3(2H,4H)-dione (500 mg, 2.5 mmol) in THF (5 mL). The mixture was stirred at room temperature under N2 for 24 h, and then carefully treated with wet THF, 10% aq. NaOH, and filtered through Celite. The filtrate was concentrated and the residue was dissolved in EtOAc (150 mL). The organic phase was washed with brine, dried (Na2SO4), and evaporated. The residue was purified by chromatography to give the title compound (270 mg, 63%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07414131B2 |
| Quelldatensatz | uspto-grants-2008_08 |
| ORD ID | ord-499345ec1d91487fbe747ae48a5593a6 |
| Quellennotiz | uspto-grants-2008_08 |