HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → cis-8-Benzyl-2-acetyl-2,8-diazabicyclo[4,3,0]nonane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | (4aS-cis-)-6-benzyl-octahydropyrrolo(3.4-b)pyridine | HCID 10198297 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | cis-8-Benzyl-2-acetyl-2,8-diazabicyclo[4,3,0]nonane | HCID 67237118 | 85.5% |
Reaction Steps
The preparation comprises dissolving cis-8-benzyl-2,8-diazabicyclo[4,3,0]nonane (5.0 g, 23.1 mmol) in dichloromethane (50 mL) and triethylamine (5 mL) under stirring in ice bath, dropwise adding a solution of acetyl chloride (1.8 g, 23.1 mmol) in chloroform (10 mL), continuing with the stirring until the reaction finishes, distilling off the solvent, and chromatographing on silica gel with petroleum ether and ethyl acetate to give cis-8-benzyl-2-acetyl-2,8-diazabicyclo[4,3,0]nonane (5.1 g, 85.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759362B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-73dba824b6a34dd4a3e3a31b28376924 |
| Source note | uspto-grants-2010_07 |