HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573793Generated: October 25, 2026
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 4-Hydroxy-7,7-dimethyl-2',3',5',6',7,8-hexahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]-3,9(6H)-dione
https://huagongshe.com/reaction/573793
Participants
| Role | Name | HCID | Charge |
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| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | 3-Amino-5,5-dimethyl-2-cyclohexen-1-one | HCID 136680 | — |
| Reactant | Ethyl 2-oxo-1,8-dioxaspiro[4.5]dec-3-ene-3-carboxylate | HCID 66762200 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-Hydroxy-7,7-dimethyl-2',3',5',6',7,8-hexahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]-3,9(6H)-dione | HCID 178426795 | — |
Reaction Steps
10 g Ethyl 2-oxo-1,8-dioxaspiro[4.5]dec-3-ene-3-carboxylate and 6.15 g 3-amino-5,5-dimethylcyclohex-2-enone are mixed and heated to 200° C. for 20 minutes under a vacuo of 20 mbar. The mixture is cooled to room temperature and dissolved in 100 ml ethylacetate. 10 g 2,3-dichloro-5,6-dicyano-p-benzoquinone are added and the mixture is stirred for 4 hours at 50° C. and for 18 hours at room temperature. The product is isolated by filtration and washed with ethylacetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029544B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-ccfd95e97fd24f088bf05e0ba45c9dcf |
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| Source note | uspto-grants-2015_05 |
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