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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1576892Generated: October 29, 2026

Ethylene Glycol → HCID 68140428, compound

https://huagongshe.com/reaction/1576892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantBoron trifluoride etherateHCID 8000—
ReactantSodium BicarbonateHCID 516892—
ReactantDimethyl 4-oxocyclopentane-1,2-dicarboxylateHCID 4083807—
SolventDichloromethaneHCID 6344—
ProductHCID 68140428HCID 6814042889.7%

Reaction Steps

In 250 ml of dichloromethane were dissolved 124 g of 3,4-dimethoxycarbonylcyclopentanone and 155 g of ethylene glycol and to the solution was added dropwise 94 g of boron trifluoride ethyl etherate at 0° - 5°C. After completion of the addition, the reaction mixture was stirred for 2 hours at 10° - 16°C and next for 1.5 hours at 16° - 23°C. After completion of the reaction, the reaction mixture was added dropwise to 1.5l of a saturated aqueous sodium bicarbonate containing pieces of ice in order to decompose the excess of the boron trifluoride etherate. The mixture was extracted three times with 1 l of ether. The extract was washed with a saturated aqueous sodium chloride and a saturated aqueous sodium bicarbonate and dried over anhydrous sodium sulfate. The solvent was distilled off from the extract to give 135.7 g of the desired product as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03983152
Source datasetuspto-grants-1976_09
ORD IDord-d67b7400a6474f35837b540eda64ef39
Source noteuspto-grants-1976_09