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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071194Generated: November 1, 2026

Sulfuric Acid → Ethyl 4-oxo-4H-1-benzopyran-2-carboxylate

https://huagongshe.com/reaction/1071194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantDiethyl OxalateHCID 7268—
Reactantalpha-HydroxyacetophenoneHCID 68490—
ReactantSodium ethoxideHCID 2723922—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductEthyl 4-oxo-4H-1-benzopyran-2-carboxylateHCID 26861189.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

Into a solution of 12.0 g of diethyl oxalate in 180 g of toluene is added 30 g of 2-hydroxyacetophenone, then dropwise added 65.0 g of 20% sodium ethoxide in ethanol. After the reaction is complete, 13 g of 98% sulfuric acid is added, and the mixture stirred at 60° C. for about 30 min. After adding 140 g of water, the organic fraction is separated. The organic fraction is concentrated and 55.0 g of hexane is added. Filtering below 10° C. affords about 34.0 g of ethyl chromone-2-carboxylate (about 95% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06903227B2
Source datasetuspto-grants-2005_06
ORD IDord-32a29a9a03ea46e8acef25273299df99
Source noteuspto-grants-2005_06