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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929482Generated: October 29, 2026

Diethyl Oxalate → 3-hydroxy-1,4-diphenyl-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/929482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl OxalateHCID 7268—
ReactantN,2-DiphenylacetamideHCID 225533—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
Product3-hydroxy-1,4-diphenyl-1H-pyrrole-2,5-dioneHCID 54684020—

Reaction Steps

After the addition of anhydride THF (20 ml) to compound 5a (1.55 g, 7.34 mmol), the temperature was adjusted to 0° C. Diethyloxalate (1.45 g, 9.50 mmol) and potassium t-butoxide (1.35 g, 11.9 mmol) were added thereto and the agitation for 3 hours was carried out. After the identification of the reaction progress with TLC, the solution was poured into the distilled water and acidified with 1N HCL aqueous solution. Three times extractions were carried out with EA and three times washings were carried out with brine. Water was removed by using Na2SO4, solvents were removed and then, the suspension was carried out by HX.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296690B2
Source datasetuspto-grants-2016_03
ORD IDord-d316cb481a6947ba801bc7773ce18bc5
Source noteuspto-grants-2016_03