HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Iodide → (+/-)-trans-2-Cyclopropylmethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Iodide | HCID 4875 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Bromomethylcyclopropane | HCID 81503 | — |
| Edukt | (+/-)-trans-4a-(3-Methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8, 8a-decahydroisoquinoline hydrochloride | HCID 86752321 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | (+/-)-trans-2-Cyclopropylmethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride | HCID 86752322 | 26% |
Reaktionsschritte
0.88 g (3.08 mmol) of (±)-trans-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride, 0.44 g (3,23 mmol) of cyclopropylmethyl bromide, 0.64 g of potassium carbonate and a catalytical amount of potassium iodide in 15.4 ml of DMF were stirred at 60° C. for 2 h. The solvent was removed in vacuo, and the crude product was purified by flash chromatography (EtOAc/MeOH/conc. NH4OH 90:10:0.8). The solid product was dissolved in acetone and the solution brought to acidic pH with HCl/Et2O. The precipitate was filtered, yielding 0.28 g of the title compound. M.p.=78° C. dec.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05731322 |
| Quelldatensatz | uspto-grants-1998_03 |
| ORD ID | ord-d8b6f19e1cf843a08f290872c0b51286 |
| Quellennotiz | uspto-grants-1998_03 |