HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 986845Generated: October 30, 2026
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 5-Methoxy-2,2-dimethyl-7-(2-methylpropoxy)-2H-1-benzopyran
https://huagongshe.com/reaction/986845
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | 1,3-Dichloro-3-methylbutane | HCID 69358 | — |
| Reactant | HCID 20156634 | HCID 20156634 | — |
| Catalyst | Nickel(II) acetylacetonate | HCID 9834912 | — |
| Product | 5-Methoxy-2,2-dimethyl-7-(2-methylpropoxy)-2H-1-benzopyran | HCID 185331 | 69% |
Reaction Steps
A mixture of 3.9 g (20 millimoles) of 3-methoxy-5-isobutoxy-phenol, 2.8 g (20 millimoles) of 1,3-dichloro-3-methyl-butane and 0.26 g (1 millimole) of bis-(acetyl-acetonato)-nickel is heated at 125° C. for 8 hours. The mixture is cooled, the solvent removed, the residue taken up in 40 ml of anhydrous benzene and 0.8 g (3.5 millimoles) of DDQ (dichloro-dicyano-benzoquinone) are added. The mixture is heated to boiling for 60 hours. The solution is filtered, the filtrate evaporated and the residue purified as described in Example 3. Thus 3.6 of the desired compound are obtained in the form of a colorless oil, yield 69%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04716238 |
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| Source dataset | uspto-grants-1987_12 |
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| ORD ID | ord-948a6e785fa04c06bb2f6ceb30bb0af8 |
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| Source note | uspto-grants-1987_12 |
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