Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methyl Isobutyl Ketone | HCID 7909 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Methylcatechol | HCID 9958 | 93% |
Reaction Steps
Then, 0.9 mol of 30% sodium hydroxide was added to a mixture solution composed of 0.8 mol of the thus-obtained compound (III-1), 0.9 mol of 30% hydrogen peroxide, 0.008 mol of tetra-n-butylammonium bromide, a 2-fold amount by weight of methyl isobutyl ketone, a 2.7-fold amount by weight of water, and a 0.2-fold amount by weight of pyridine, the respective amounts being based on the weight of (III-1), at 0° to 10° C. over 3 hours. Stirring was continued for 3 hours at the same temperature. After completion of the reaction, the reaction mixture was rendered weakly acidic with hydrochloric acid, followed by extracting with methyl isobutyl ketone. After liquid separation, the methyl isobutyl ketone was distilled off from the organic layer to obtain 4-methylcatechol (V) in 93% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04335263 |
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| Source dataset | uspto-grants-1982_06 |
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| ORD ID | ord-c6c791acdc0b4c43b55e133475d6e784 |
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| Source note | uspto-grants-1982_06 |
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