HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1413577Generated: November 2, 2026
Oxygen → 2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-
https://huagongshe.com/reaction/1413577
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | 2,3,5-Trimethylphenol | HCID 12769 | — |
| Reactant | Trimethylhydroquinone | HCID 12785 | — |
| Reactant | 2,3,6-Trimethylphenol | HCID 17016 | — |
| Reactant | 2,3,4-Trimethylphenol | HCID 68237 | — |
| Catalyst | Cobalt | HCID 104730 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl- | HCID 70291 | — |
Reaction Steps
In the process for the preparation of 2,3,5-trimethylhydroquinone by (a) catalytic oxidation of a trimethylphenol starting material selected from the class consisting of 2,3,5-trimethylphenol, 2,3,6-trimethylphenol and mixtures thereof by reaction with oxygen in the presence of a cobalt chelate complex in a dimethylformamide solvent to afford 2,3,5-trimethyl-p-benzoquinone followed by (b) catalytic hydrogenation of the 2,3,5-trimethyl-p-benzoquinone thus formed by reaction with hydrogen in the presence of a noble metal catalyst, the improvement which comprises; (1) mixing the 2,3,5-trimethyl-p-benzoquinone containing reaction mixture from step (a) with di-n-butyl ether and water to form a di-n-butyl ether phase containing 2,3,5-trimethyl-p-benzoquinone, a precipitate comprising the cobalt catalyst and an aqueous phase containing the dimethylformamide reaction solvent, (2) separating the di-n-butyl ether phase from the precipitate and aqueous phase, and (3) subjecting the separated di-n-butyl ether phase to catalytic hydrogenation according to reaction step (b), said di-n-butyl ether functioning as the reaction solvent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04250335 |
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| Source dataset | uspto-grants-1981_02 |
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| ORD ID | ord-08af2e4525424eaa8966c587d376b36a |
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| Source note | uspto-grants-1981_02 |
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