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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424613Generated: October 28, 2026

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

https://huagongshe.com/reaction/424613

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 mol, Merck, order no. 814249, ethylene glycol (67.4 g, 1.08 mol) and p-toluenesulfonic acid (0.7 g) in toluene (160 ml) were stirred at RT for 20 h, the reaction solution was poured into diethyl ether (300 ml) and the mixture was washed with water, sodium bicarbonate solution and sodium chloride solution. The solution was dried (Na2SO4) and concentrated i. vac. and the colourless liquid which remained was processed further without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106055B2
Source datasetuspto-grants-2012_01
ORD IDord-11fc2bf0bed94d53b2bf154cdb3b3706
Source noteuspto-grants-2012_01