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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733075Generated: October 30, 2026

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

https://huagongshe.com/reaction/733075

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-Oxocyclohexanecarboxylic 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 for 20 h at RT, the reaction solution poured into diethyl ether (300 ml) and washed with water, sodium hydrogencarbonate solution and sodium chloride solution. The solution was dried (Na2SO4), evaporated under a vacuum and the remaining colorless liquid further processed without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589113B2
Source datasetuspto-grants-2009_09
ORD IDord-f7ba9176b7b94719937654c072506e9e
Source noteuspto-grants-2009_09