Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 2-Heptylidenecyclopentan-1-one | HCID 162363 | — |
| Solvent | Tetrachloroethylene | HCID 31373 | — |
| Product | HCID 10219687 | HCID 10219687 | 84% |
Reaction Steps
In a 100 ml four-neck flask fitted with a thermometer, a reflux condenser and a stirrer were placed 2-heptylidenecyclopentanone (20 g) synthesized in Reference Example 6, bromine (0.05 g) and tetrachloroethylene (10 ml), followed by 4 hours of the reaction under refluxing. 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 tetrachloroethylene, whereby a crude product (19 g) was obtained. The product was distilled using a Claisen distillation apparatus to obtain 16.8 g of 2-heptyl-2-cyclopentenone (boiling point: 111° C./900 Pa; GC purity: 97.3%).
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-95d30a89d2d84491b0315728b90b6570 |
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| Source note | uspto-grants-2004_12 |
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