Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | 8-Cyclopropyl-8-Azabicyclo(3.2.1)octan-3-one | HCID 20482473 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | HCID 86634178 | HCID 86634178 | 84% |
Reaction Steps
A mixture of 8-cyclopropyl-8-aza-bicyclo[3.2.1]octan-3-one (CAS no: 60206-33-9) (17.86 g, 108.08 mmol) in ethanol (500 mL) with pyridine (13.05 mL, 162.1 mmol) and hydroxylamine hydrochloride (9.764 g, 140.51 mmol) was refluxed overnight. Cooled to 23° C., filtered off, washed with ethanol and ether and dried in vacuum to give a white solid, which was suspended in 200 mL sat. Na2CO3 solution and extracted 3 times with dichloromethane, the combined organic layers were dried over Na2SO4, filtered off and evaporated totally, dried in high vacuum to give the title compound as white crystals (16.3 g, 84%); MS: m/e=181.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08183380B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-370e03321b09404989c4483bb8ad8e4e |
|---|
| Source note | uspto-grants-2012_05 |
|---|