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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010526Generated: November 1, 2026

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

https://huagongshe.com/reaction/1010526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantTrimethyl orthoformateHCID 9005—
ReactantEthyl 4-oxocyclohexanecarboxylateHCID 317638—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductEthyl 1,4-dioxaspiro(4.5)decane-8-carboxylateHCID 10488810—

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture that consists of 7.35 g of 4-oxocyclohexylcarboxylic acid ethyl ester, 28 ml of trimethyl orthoformate, 64 ml of ethylene glycol and 100 mg of p-toluenesulfonic acid in 120 ml of dichloromethane is stirred for 12 hours at 25° C. Then, 2 ml of triethylamine is added. It is washed with saturated sodium bicarbonate solution and then with saturated sodium chloride solution, dried on sodium sulfate, and concentrated by evaporation in a vacuum. The crude product that is obtained is purified by column chromatography on silica gel. 9.22 g of product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977325B2
Source datasetuspto-grants-2011_07
ORD IDord-a0ad4cc32f2c40c496bb88d69366275d
Source noteuspto-grants-2011_07