HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Iodide → 2-Butanol, 3-((1-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-4-piperidinyl)oxy)-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Iodide | HCID 5238 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 10-(3-Chloropropyl)-2-(trifluoromethyl)-10H-phenothiazine | HCID 74294 | — |
| Edukt | 1,2-Dimethyl-2-(4-piperidyloxy)-ethanol | HCID 21440907 | — |
| Lösungsmittel | Methyl Ethyl Ketone | HCID 6569 | — |
| Produkt | 2-Butanol, 3-((1-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-4-piperidinyl)oxy)- | HCID 218093 | 48% |
Reaktionsschritte
22.5 g (0.15 mole) of sodium iodide were added to a solution of 51.5 g (0.15 mole) of 10-(3-chloropropyl)-2-trifluoromethyl-phenothiazine in 400 ml of methyl ethyl ketone followed by the addition of 15.2 g (0.15 mole) of triethylamine and then 26 g (0.15 mole) of 1,2-dimethyl-2-(4-piperidyloxy)-ethanol. The mixture was then refluxed for 20 hours and after cooling, the precipitate formed was removed by vacuum filtration. The filtrate was evaporated to dryness and the oil residue was chromatographed over 1 kg of neutral alumina. Elution with ethyl acetate gave 34.5 g (48% yield) of 2-trifluoromethyl-10-[3-(4-[1,2-dimethyl-2-hydroxyethoxy]-piperidino)-propyl]-phenothiazine in the form of a clear amber oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04018922 |
| Quelldatensatz | uspto-grants-1977_04 |
| ORD ID | ord-e8008bdff8df4e0796e205ef0c9844a3 |
| Quellennotiz | uspto-grants-1977_04 |