Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | (+)-trans-Limonene oxide | HCID 449290 | — |
| Reactant | HCID 12233160 | HCID 12233160 | — |
| Catalyst | Zinc Caprylate | HCID 11180 | — |
| Product | Carvone, (+-)- | HCID 7439 | 3% |
Reaction Steps
A mixture of 1000 parts of cis-1,2-limonene oxide, 1 part of zinc octoate (contains 18% zinc) and 0.5 parts of 2-aminophenol was refluxed at 200-225° C. for 1.5 hours in a three-necked flask equipped agitator, Dean-Stark trap, and temperature probe. This process is exothermic. Cooling should be applied to prevent a runaway reaction. After cooling 998 part of the mixture containing 87% carveol and 3% carvone was obtained. This mixture can be further processed to carvone according to example 58, or fractionated to obtain pure trans-carveol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06835686B2 |
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| Source dataset | uspto-grants-2004_12 |
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| ORD ID | ord-c1040606167946c69cb56b7d2163fdd7 |
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| Source note | uspto-grants-2004_12 |
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