HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphosgene → (3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochloride
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), trichloromethyl chloroformate (3.06 mL, 25.57 mmol) was added dropwise at 0° C. and stirred for 1 hour. The reaction mixture was stirred at RT for 16 hours before concentrating in vacuo to afford the title compound (4.39 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877774B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-4919b6f73e27444993f511c6bba78e52 |
| Source note | uspto-grants-2014_11 |