HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 4-[4-(t-Butoxycarbonylamino)methyl-4-hydroxypiperidin-1-yl]pyridine 1-Oxide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 4-chloropyridine N-oxide | HCID 70724 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | tert-butyl N-((4-hydroxypiperidin-4-yl)methyl)carbamate | HCID 10868112 | — |
| Lösungsmittel | Isoamyl Alcohol | HCID 31260 | — |
| Produkt | 4-[4-(t-Butoxycarbonylamino)methyl-4-hydroxypiperidin-1-yl]pyridine 1-Oxide | HCID 11034658 | 36,8% |
Reaktionsschritte
To a suspension in isoamyl alcohol (35 ml) of conventionally known compounds: 4-[(t-butoxycarbonylamino)methyl]-4-hydroxypiperidine (2.00 g) and 4-chloropyridine 1-oxide (1.12 g), was added sodium hydrogencarbonate (1.75 g) and the mixture was heated under reflux for 4 hours. The reaction mixture was allowed to cool and water was added thereto. The reaction mixture was extracted with methylene chloride and the organic layer was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent:methylene chloride:methanol=9:1-4:1) to obtain the title compound (1.03 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06858599B2 |
| Quelldatensatz | uspto-grants-2005_02 |
| ORD ID | ord-784990b1458d4facbd2c0e6fab5babbd |
| Quellennotiz | uspto-grants-2005_02 |