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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1645388Generated: October 31, 2026

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

https://huagongshe.com/reaction/1645388

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 1 (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 hours. 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), concentrated i. vac. and the colorless liquid which remained was processed further without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124788B2
Source datasetuspto-grants-2012_02
ORD IDord-221a9022cef442af95dd61f5753f4099
Source noteuspto-grants-2012_02