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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774529Generated: November 1, 2026

Diethyl Oxalate → potassium (2Z)-3-cyano-1-ethoxy-1-oxobut-2-en-2-olate

https://huagongshe.com/reaction/1774529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl OxalateHCID 7268—
ReactantPropionitrileHCID 7854—
Reactant18-Crown-6HCID 28557—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Productpotassium (2Z)-3-cyano-1-ethoxy-1-oxobut-2-en-2-olateHCID 2482458877.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

3.84 g potassium 2-methylpropan-2-olate (34.2 mmol, 1.0 eq.) and 723 mg 18-crown-6 (2.74 mmol, 0.08 eq.) were dissolved in THF and 5.00 g diethyl oxalate (34.2 mmol, 1.0 eq.) were added within 5 minutes. The reaction mixture was heated to 60° C. and 1.88 g propiononitrile (34.2 mm ol, 1.0 eq.) were added within 5 minutes. The reaction was stirred at 60° C. for 1 hour. The solid was filtered off, dried in vacuo at 50° C. to provide 5.11 g (26.4 mmol, 77%) of the crude product which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260412B2
Source datasetuspto-grants-2016_02
ORD IDord-3aa27895bb4f40e298014b173fb81163
Source noteuspto-grants-2016_02