HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484681Generated: November 2, 2026
Diethyl Oxalate → potassium (2Z)-3-cyano-1-ethoxy-1-oxobut-2-en-2-olate
https://huagongshe.com/reaction/1484681
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | Propionitrile | HCID 7854 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | potassium (2Z)-3-cyano-1-ethoxy-1-oxobut-2-en-2-olate | HCID 24824588 | 77.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422268B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-de2d867d9095487dac3e5ac4e8bcf3d5 |
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| Source note | uspto-grants-2016_08 |
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