Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenol, 2,6-bis(1,1-dimethylethyl)-4-nitroso- | HCID 70383 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 2,6-Di-t-butyl-p-benzoquinone | HCID 12867 | 117.6% |
Reaction Steps
270 g (1.15 mols) of 2,6-ditert.butyl-4-nitrosophenol are dissolved in 2.5 liters of dimethylacetamide. A solution of 256 g (1.35 mols) of p-toluenesulphonic acid chloride in 1.1 liters of dimethylacetamide is added dropwise at room temperature. 112 g (1.10 mols) of triethylamine are then added rapidly and the mixture is stirred for 2 hours at 80° C. After cooling, it is poured into 15 liters of water and the precipitated product is filtered off. After drying it is recrystallised from hexane. 298 g of 2,6-ditert.butyl-benzoquinone monoxime p-toluenesulphonate of melting point 110° C are thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03944632 |
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| Source dataset | uspto-grants-1976_03 |
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| ORD ID | ord-04e4dcdc6b504bcea61277a3c99bd80b |
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| Source note | uspto-grants-1976_03 |
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