HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | tert-Butyl 3,6-dihydropyridine-1(2H)-carboxylate | HCID 13094787 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate | HCID 21991116 | — |
Reaction Steps
A mixture of N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyrdine (23.6 g, 129 mmol), and m-chloroperbenzoic acid (46 g, 193 mmol) in dichloromethane (600 ml) at 0° C. was stirred and allowed to reach room temperature overnight. Washing with 5% aqueous sodium sulfite (700 ml), 3% aqueous sodium hydrogen carbonate (700 ml), 1 M aqueous sodium hydroxide (700 ml), and, finally, water (700 ml). Drying and evaporation was followed by purification by column chromatography on silica gel with 3% ethanol in dichloromethane. The title compound was obtained as a colorless oil. Yield 8.4 g, 33%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05981539 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-1120bb301c47428080ff867513c9b1f2 |
| Source note | uspto-grants-1999_11 |