Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Octane | HCID 356 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Cyclopentanone, 2-(1-hydroxyheptyl)- | HCID 11008912 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 10219687 | HCID 10219687 | 88% |
Reaction Steps
In a 100 ml four-neck flask fitted with a thermometer, a reflux condenser and a stirrer were placed 2-(1-hydroxyheptyl)cyclopentanone (40 g) synthesized in Reference Example 3, bromine (0.4 g) and n-octane (10 ml), and water was removed under refluxing, followed by 4 hours of the reaction at 120° C. The reaction mixture was washed with water and the layers were separated from each other. The resulting organic layer was washed with saturated brine and separated. The organic layer was evaporated on a rotary evaporator under reduced pressure to recover n-octane, whereby a crude product (39 g) was obtained. The product was distilled using a Claisen distillation apparatus to obtain 32 g of 2-heptyl-2-cyclopentenone (boiling point: 111° C./900 Pa; GC purity: 97.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06833481B2 |
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| Source dataset | uspto-grants-2004_12 |
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| ORD ID | ord-4c9b9e1b6cfe48ae8b9804052e06a87e |
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| Source note | uspto-grants-2004_12 |
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