HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,6-Dioxaspiro[2.5]octane → Benzyl({1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4-yl}methyl)carbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,6-Dioxaspiro[2.5]octane | HCID 160439 | — |
| Edukt | Benzyl (piperidin-4-ylmethyl)carbamate | HCID 14809798 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | Benzyl({1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4-yl}methyl)carbamate | HCID 59255048 | 49,4% |
Reaktionsschritte
A mixture of benzyl(piperidin-4-ylmethyl)carbamate (7.77 g, 31.3 mmol, Bose, D. Subhas et al., Tetrahedron Lett., 1990, 31, 6903) and 1,6-dioxaspiro[2.5]octane (4.29 g, 37.6 mmol, Satyamurthy, Nagichettiar et al., Phosphorus Sulfur, 1984, 19, 113) in methanol (93 mL) was stirred at room temperature for 20 h. Then the mixture was refluxed for 8 h. After cooling to room temperature, the solvent was removed in vacuo. The residue was chromatographed on a column of silica gel eluting with methanol/dichloromethane (1:20) to give 5.60 g (49%) of the title compound as a colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07776885B2 |
| Quelldatensatz | uspto-grants-2010_08 |
| ORD ID | ord-d4f72b04d6c74d59b3097ea0e8ff5696 |
| Quellennotiz | uspto-grants-2010_08 |