HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 1-(7-Acetoxy-8-bromooctyl)-3,7-dimethylxanthine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Hydrogen Bromide | HCID 260 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 1-(7,8-Dihydroxyoctyl)-3,7-dimethylxanthine | HCID 9797334 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-(7-Acetoxy-8-bromooctyl)-3,7-dimethylxanthine | HCID 9823944 | 94% |
Reaktionsschritte
A mixture of 1-(7,8-dihydroxyoctyl)-3,7-dimethylxanthine, prepared as described above, (2.11 g, 6 mmol) was stirred with a 30% solution of hydrogen bromide in acetic acid (3.58 mL, 18 mmol) for 90 minutes. The mixture was then added to a flask containing aqueous sodium bicarbonate solution (4 g in 50 mL) and dichloromethane (30 mL). After 10 minutes of vigorous stirring the layers were separated and the aqueous portion was washed with dichloromethane (2×50 mL). The combined organic portions were dried over sodium sulfate and the solvent was evaporated under vacuum, yielding 2.51 g (94%) 1-(7-acetoxy-8-bromooctyl)-3,7-dimethylxanthine (inventive compound no. 1514) as a yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06121270 |
| Quelldatensatz | uspto-grants-2000_09 |
| ORD ID | ord-7adcd84ed739485c89c1861c3ff0026d |
| Quellennotiz | uspto-grants-2000_09 |