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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12639Generated: October 25, 2026

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

https://huagongshe.com/reaction/12639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantDiethyl EtherHCID 3283—
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 (52.8 g, 0.31 mole, Merck, Order No. 814249), ethylene glycol (67.4 g, 1.08 mole) and p-toluenesulfonic acid (0.7 g) in toluene (160 ml) were stirred for 20 hours at RT, and the reaction solution was poured into diethyl ether (300 ml) and washed with water, sodium hydrogen carbonate solution and sodium chloride solution. The solution was dried (Na2SO4), concentrated by evaporation in vacuo, and the remaining colorless liquid was processed further without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728028B2
Source datasetuspto-grants-2010_06
ORD IDord-cf51c88887784dd4a140c68d1eeaed7a
Source noteuspto-grants-2010_06