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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414124Generated: October 31, 2026

1-Azabicyclo[2.2.2]octane-4-carbonitrile → 1-Azabicyclo[2.2.2]octane-4-carbonitrile, 4-methylbenzenesulfonate (1:1)

https://huagongshe.com/reaction/2414124

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Azabicyclo[2.2.2]octane-4-carbonitrileHCID 141292—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
SolventEthanolHCID 702—
Product1-Azabicyclo[2.2.2]octane-4-carbonitrile, 4-methylbenzenesulfonate (1:1)HCID 2015402995%

Reaction Conditions

Temperature40 °C

Reaction Steps

4-Cyanoquinuclidine (85.0 g) was suspended in ethanol (200 ml), followed by an addition of a solution of p-toluenesulfonic acid monohydrate (119 g) in ethanol (350 ml). The resulting mixture was then stirred at 40° C. for 1 hour. The reaction mixture was cooled with ice and the precipitated crystals were collected by filtration. They were then washed with ethanol and diethylether to obtain 182.9 g of 4-cyanoquinuclidine p-toluenesulfonate as colorless crystals (yield: 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04721788
Source datasetuspto-grants-1988_01
ORD IDord-b670a38c615b4a8e9f9c432cb1a3a616
Source noteuspto-grants-1988_01