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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78751Generated: October 28, 2026

Ethanol → Ethyl-2-(2-ethoxytetrahydrofuran-3-yl)-2-oxoacetate

https://huagongshe.com/reaction/78751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 11571862HCID 11571862—
SolventDichloromethaneHCID 6344—
ProductEthyl-2-(2-ethoxytetrahydrofuran-3-yl)-2-oxoacetateHCID 67607633—

Reaction Conditions

Temperature7.5 °C

Reaction Steps

Ethyl-2-(4,5-dihydrofuran-3-yl)-2-oxoacetate (100 g) was dissolved in dichloromethane (500 ml). Ethanol (150 ml) was added to reaction mass and then reaction mass was cooled to 5 to 10° C. N-bromosuccinimide (115 g) was added lot wise by maintaining temp below 10° C. Reaction mass was then stirred at 20-30° C. till completion of reaction. Reaction mass was washed with sodium bicarbonate solution (8%, 3×400 ml). Sodium sulphite solution (15%, 1700 ml) was charged to dichloromethane layer. Reaction mass was stirred for 8 hrs at 25-35° C. Organic and aqueous layer separated. Dichloromethane layer was washed with water (2×340 ml). Dichloromethane layer was then concentrated to residue to get Ethyl-2-(2-ethoxytetrahydrofuran-3-yl)-2-oxoacetate (Yield 114 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841467B2
Source datasetuspto-grants-2014_09
ORD IDord-95f55e150f2a4274979fca4084e900ca
Source noteuspto-grants-2014_09