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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362750Generated: October 27, 2026

Oxalyl chloride → (3R)-Quinuclidine-3-carbonyl chloride hydrochloride

https://huagongshe.com/reaction/2362750

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant(3R)-1-azabicyclo[2.2.2]octane-3-carboxylic acidHCID 1380958—
SolventTolueneHCID 1140—
Product(3R)-Quinuclidine-3-carbonyl chloride hydrochlorideHCID 57462844—

Reaction Steps

8.18 g (64.43 mmol) of oxalyl chloride are added dropwise to a solution of 2.0 g (12.89 mmol) of (R)-1-azabicyclo[2.2.2]octane-3-carboxylic acid (Example 3A) in 10 ml of toluene. After stirring at room temperature for 18 h, the reaction mixture is concentrated in vacuo and codistilled with toluene twice. Drying under high vacuum results in 2.31 g (85.2% of theory) of the title compound, which is reacted further without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691840B2
Source datasetuspto-grants-2014_04
ORD IDord-c739adf40c884835af484faa78f6dc8e
Source noteuspto-grants-2014_04