HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Ramelteon
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Propionyl chloride | HCID 62324 | — |
| Edukt | 2-[(8S)-1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethanamine hydrochloride (1:1) | HCID 45358779 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Ramelteon | HCID 208902 | 92% |
Reaktionsschritte
To a suspension of (S)-2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethylamine hydrochloride (100.0 g, 417 mmol) in tetrahydrofuran (250 mL) at 15° C. was added dropwise a 7.1% aqueous solution of sodium hydroxide (538 mL). Propionyl chloride (44.4 g, 480 mmol) was added dropwise to the reaction mixture. Stirring was continued at room temperature for 30 min. Water (800 mL) was added and crystals precipitated were collected by filtration followed by recrystallization from ethanol:water=1:2 to obtain 99.5 g (yield: 92%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06348485B1 |
| Quelldatensatz | uspto-grants-2002_02 |
| ORD ID | ord-b98eedd09ee04b88b0b38d00e22adcb9 |
| Quellennotiz | uspto-grants-2002_02 |