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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241872Generated: October 30, 2026

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

https://huagongshe.com/reaction/1241872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
Reactant3-Quinuclidinol, (-)-HCID 91404—
SolventDichloromethaneHCID 6344—
Product(3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochlorideHCID 86676896—

Reaction Steps

To a solution of 8.7 mL (74.8 mmol) of trichloromethyl chloroformate in 240 mL of dichloromethane, a solution of 4.75 g (37.4 mmol) of (R)-3-quinuclidol in 240 mL of dichloromethane was added dropwise at 0° C. in inert atmosphere and with continuous stirring. Then, the mixture was stirred at room temperature for 24 h, and the solvent was distilled off under reduced pressure to give 8.46 g (37.4 mmol) of a white solid corresponding to the title compound. IR (KBr, cm−1): 3380, 2650–2500, 1776.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115629B2
Source datasetuspto-grants-2006_10
ORD IDord-4b37777a4c1446a88ceaed617dcc410d
Source noteuspto-grants-2006_10