HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2163169Generated: October 25, 2026
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 4-((tert-Butyl(dimethyl)silyl)oxy)cyclopent-2-en-1-one
https://huagongshe.com/reaction/2163169
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | 2-Cyclopenten-1-ol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]- | HCID 12763355 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-((tert-Butyl(dimethyl)silyl)oxy)cyclopent-2-en-1-one | HCID 4131699 | 305.9% |
Reaction Steps
1.13 grams of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) was dissolved in 15 milliliters of dioxane, to which was then added 660 milligrams of crude 4-t-butyldimethylsiloxycyclopent-2-en-1-ol (purity 74%), after which the mixture was heated at 55° C. for 16 hours with stirring. After completion of the reaction, the precipitate separating out was filtered off. When the filtrate was concentrated under reduced pressure, 2.0 grams of a crude product was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04132726 |
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| Source dataset | uspto-grants-1979_01 |
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| ORD ID | ord-7e03292ba69b400f98995913705f1951 |
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| Source note | uspto-grants-1979_01 |
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