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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332645Generated: October 30, 2026

Diphosgene → (3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochloride

https://huagongshe.com/reaction/332645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
Reactant3-Quinuclidinol, (-)-HCID 91404—
SolventAcetonitrileHCID 6342—
Product(3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochlorideHCID 86676896151.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877774B2
Source datasetuspto-grants-2014_11
ORD IDord-4919b6f73e27444993f511c6bba78e52
Source noteuspto-grants-2014_11