HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → (R)-1-(5-Acetoxyhexyl)-7-benzyl-8-bromo-3-methylxanthine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 7-Benzyl-8-bromo-3-methylxanthine | HCID 836152 | — |
| Edukt | 5-(R)-Acetoxy-1-chlorohexane | HCID 11019434 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | (R)-1-(5-Acetoxyhexyl)-7-benzyl-8-bromo-3-methylxanthine | HCID 54190334 | 86% |
Reaktionsschritte
To a stirring suspension of 7-benzyl-8-bromo-3-methylxanthine (10.06 g, 30.0 mmol) in anhydrous dimethylsulfoxide was added sodium hydride (864 mg, 36.0 mmol). After stirring at room temperature for 30 min, (R)-5-acetoxy-1-chlorohexane (5.9 g, 33.0 mmol) was added. After stirring at 70-75° C. for 12 hours, the mixture was cooled to room temperature, quenched with water (600 ml) and stirred at room temperature for 4 hours. The precipitate was filtered to provide (R)-1-(5-acetoxyhexyl)-7-benzyl-8-bromo-3-methylxanthine (12.31 g, 86% yield) as a beige powder.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07247630B2 |
| Quelldatensatz | uspto-grants-2007_07 |
| ORD ID | ord-cbc87275f4fc4b3a9bd1e84b4bc4870f |
| Quellennotiz | uspto-grants-2007_07 |