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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089167Generated: October 30, 2026

Ethylene Glycol → Ethyl 1,4-dioxaspiro(4.5)decane-8-carboxylate

https://huagongshe.com/reaction/2089167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantEthyl 4-oxocyclohexanecarboxylateHCID 317638—
SolventTolueneHCID 1140—
ProductEthyl 1,4-dioxaspiro(4.5)decane-8-carboxylateHCID 10488810—

Reaction Steps

4-Oxo-cyclohexanecarboxylic acid ethyl ester (Aldrich, 6.1 g, 35.8 mmol), ethylene glycol (3.34 g, 53.8 mmol), pTSA (123 mg, 0.717 mmol) in toluene (100 mL) was refluxed in Dean-Stark until no water was observed. The resulting solution was washed with saturated NaHCO3 and brine, dried over anhydrous Na2SO4, filtered and concentrated to give 1,4-dioxa-spiro[4.5]decane-8-carboxylic acid ethyl ester as colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436023B2
Source datasetuspto-grants-2013_05
ORD IDord-936bb385892f4f9c8ff6f86fb2c6daa2
Source noteuspto-grants-2013_05