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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1923397Generated: October 30, 2026

Oxalyl chloride → Quinuclidin-4-ylcarbonyl chloride hydrochloride

https://huagongshe.com/reaction/1923397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant1-Azabicyclo(2.2.2)octane-4-carboxylic acid hydrochlorideHCID 66737825—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductQuinuclidin-4-ylcarbonyl chloride hydrochlorideHCID 13760941—

Reaction Steps

Quinuclidine-4-carboxylic acid hydrochloride (0.192 g, 0.001 mole) was suspended in dichloromethane (5 ml) and dimethylformamide (1 drop) and oxalyl chloride (0.436 ml. 0.635 g, 0.005 mole) were added. The resulting suspension was heated to reflux under an atmosphere of argon for six hours. Following concentration of the suspension in vacuo the residue was suspended in dichloromethane, concentrated in vacuo and finally dried in vacuo to give the title compound as a pale brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE043390E1
Source datasetuspto-grants-2012_05
ORD IDord-f8c36db196cd4f3cbec6c561bc16468e
Source noteuspto-grants-2012_05