HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754313Generated: October 29, 2026
Diphosgene → (3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochloride
https://huagongshe.com/reaction/1754313
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | 3-Quinuclidinol, (-)- | HCID 91404 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochloride | HCID 86676896 | 151.9% |
Reaction Steps
To a stirred solution of (R)-3-quinuclidinol (2.5 g, 19.66 mmol) in acetonitrile (200 mL) was added trichloromethyl chloroformate (3.06 mL, 25.57 mmol) dropwise at 0° C., and the mixture was allowed to stir at 0° C. for 1 hour. The reaction mixture was then stirred at RT for 16 hours, and then the solvent was removed in vacuo to afford the title compound as a white solid (4.39 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09169245B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-c2394a7a21ce4e0dbc8d20d52015f76f |
|---|
| Source note | uspto-grants-2015_10 |
|---|