Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Cyclohexane | HCID 8078 | — |
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Cyclohexanol | HCID 7966 | 46.1% |
| Product | Cyclohexanone | HCID 7967 | 53.4% |
| Product | Cyclohexyl acetate | HCID 12146 | 0.5% |
Reaction Steps
In a 316 stainless steel reactor having an internal volume of 300 ml, 26 g (309 mmol) of cyclohexane, 14 g of acetic acid, and 100.8 mg (0.617 mmol) of N-hydroxyphthalimide were placed, and the reactor was sealed and was pressurized to 50 Kg/cm2 (4.9 MPa) with a gaseous mixture comprising 50% of O2 and 50% of N2. The liquid temperature was raised on an oil bath and was held at 110° C. Immediately after the liquid temperature reached 110° C., absorption of the gas began. The reaction was terminated by cooling 60 minutes later. A reaction mixture was diluted with 60 g of acetic acid to thereby dissolve all of solid matters. The resulting solution was analyzed to find that a conversion from cyclohexane was 0.23% and adipic acid was not produced. In addition, cyclohexanone (selectivity: 53.4%), cyclohexanol (selectivity: 46.1%), and cyclohexyl acetate (selectivity: 0.5%) were produced.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07015356B2 |
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| Source dataset | uspto-grants-2006_03 |
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| ORD ID | ord-055f398350984acd84b8ac5e9b6e4c92 |
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| Source note | uspto-grants-2006_03 |
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