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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951613Generated: October 29, 2026

Water → imidazole-1-carboxylic acid (R)-1-aza-bicyclo[2.2.2]oct-3-yl ester

https://huagongshe.com/reaction/1951613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3-Quinuclidinol, (-)-HCID 91404—
SolventDichloromethaneHCID 6344—
Productimidazole-1-carboxylic acid (R)-1-aza-bicyclo[2.2.2]oct-3-yl esterHCID 59187189—

Reaction Conditions

Temperature0 °C

Reaction Steps

Under a nitrogen atmosphere, 7.0 g (55.0 mmol) of (R)-3-quinuclidinol were suspended in 100 ml of CH2Cl2. After cooling the suspension to 0° C., a solution of 1,1′-carbonyldiimidazole (10.7 g, 66.0 mmol) in 150 mL of CH2Cl2 was added. The reaction mixture was stirred at 0° C. for 4 hours, then water was added (100 ml). The organic layer was separated, washed with water, dried over sodium sulphate and the solvent was evaporated under reduced pressure. The residue oil (13.1 g) was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404712B2
Source datasetuspto-grants-2013_03
ORD IDord-59f27db1c1e34d05b545d1050208b572
Source noteuspto-grants-2013_03