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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602192Generated: October 30, 2026

Ethylene Glycol → 3-Quinuclidinone ethyleneketal

https://huagongshe.com/reaction/1602192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantSodium HydroxideHCID 14798—
Reactant1-Azabicyclo(2.2.2)octan-3-one, hydrochloride (1:1)HCID 102019—
Product3-Quinuclidinone ethyleneketalHCID 6421747100%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 3-quinuclidinone hydrochloride (5 g, 31 mmol) and ethylene glycol (20 ml) was heated under nitrogen at 200° C. (bath temperature) for 2 h. After cooling, the reaction mixture was poured in an excess of 1 M aqueous sodium hydroxide. Extraction with three portions of ethyl acetate was followed by drying over magnesium sulfate, and evaporation of the solvent to yield the product (5.2 g, 31 mmol, 100%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981539
Source datasetuspto-grants-1999_11
ORD IDord-47086514b4194553ad538c2734b2524f
Source noteuspto-grants-1999_11