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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588336Generated: October 27, 2026

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

https://huagongshe.com/reaction/588336

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 numberUS09227964B2
Source datasetuspto-grants-2016_01
ORD IDord-58e38d47f6754cd49f6e6e7fddbc2cd4
Source noteuspto-grants-2016_01