HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Thiosulfate → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Thiosulfate | HCID 24477 | — |
| Edukt | m-Chloroperbenzoic acid | HCID 70297 | — |
| Edukt | tert-Butyl 3,6-dihydropyridine-1(2H)-carboxylate | HCID 13094787 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate | HCID 21991116 | — |
Reaktionsschritte
To a solution of tert-butyl 3,6-dihydropyridine-1(2H)-carboxylate (617 g, 3.37 mol) in anhydrous DCM (10 L) was added m-CPBA (989 g, 5.73 mol) in portions at 0° C. The mixture was stirred at room temperature for 1 hour. Saturated Na2S2O3 (1 L) was added and the organic layer was separated. The organic layer was washed with 5% aqueous K2CO3 (5 L×2), brine (4 L), dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (petroleum ether:ethyl acetate=100:1-20:1) to obtain pure tert-butyl 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08846657B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-d60bbda73a9a46f9b0e36b8c9cd27ab5 |
| Quellennotiz | uspto-grants-2014_09 |