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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2086227Generated: October 31, 2026

Triethylamine → 8-(Pyridin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decane

https://huagongshe.com/reaction/2086227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
Reactant1,4-Dioxa-8-azaspiro(4.5)decaneHCID 67435—
Reactant4-Chloropyridine hydrochlorideHCID 81852—
SolventEthanolHCID 702—
Product8-(Pyridin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decaneHCID 1538241674.5%

Reaction Steps

A mixture of 1,4-dioxa-8-azaspiro[4.5]decane (150 g), 4-chloropyridine hydrochloride (190 g) and triethylamine (320 g) in ethanol (800 ml) was reacted in a sealed tube at 150° C. for 15 hours. The reaction mixture was concentrated to obtain a residue, which was made alkaline by an addition of a 6N aqueous solution of sodium hydroxide, and then extracted with dichloromethane. After drying and concentrating, the resultant residue was triturated from hexane, collected by filtration and then dried to obtain 8-(4-pyridyl)-1,4-dioxa-8-azaspiro[4.5]decane (172 g) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06723722B1
Source datasetuspto-grants-2004_04
ORD IDord-62e6bc5d2bc541da900e343408d9e8f6
Source noteuspto-grants-2004_04