Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | O-Xylene | HCID 7237 | — |
| Reactant | Cyclopentanone, 2-(1-hydroxypentyl)- | HCID 162060 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Cyclopenten-1-one, 2-pentyl- | HCID 117549 | 97.3% |
Reaction Steps
In a 100 ml four-neck flask fitted with a thermometer, a reflux condenser and a stirrer were placed 2-(1-hydroxypentyl)cyclopentanone (20 g) synthesized in Reference Example 1, iodine (0.01 g) and xylene (10 ml), and water was removed under refluxing, followed by 2 hours of the reaction at 170° C. The reaction mixture was washed with water and the layers were separated from each other. Further, 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 xylene, whereby a crude product (19.8 g) was obtained. The product was distilled using a Claisen distillation apparatus to obtain 17.4 g of 2-pentyl-2-cyclopentenone (boiling point: 105° C./933 Pa; GC purity: 98.2%).
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-a13caae62f0c4d7d80075dc60bfcf2bb |
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| Source note | uspto-grants-2004_12 |
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