Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Dodecylcyclohexan-1-ol | HCID 78368 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 57934612 | HCID 57934612 | 73.3% |
Reaction Steps
A 1 L four-necked flask equipped with a mechanical stirrer, a thermometer, and a Dean-Stark water separator was charged with 4-n-dodecylcyclohexanol (0.372 mol), potassium hydrogen sulfate (0.187 mol), and xylene (100 g), and they were heated and refluxed for 16 hours. After completion of the reaction, the reaction mixture was filtered with a glass filter, the solvent was removed by vacuum distillation, and purification was carried out by silica gel column chromatography (silica gel 60 (70-230 mesh), manufactured by Merck Ltd., elution solvent: n-hexane). The reaction product thus obtained was subjected to vacuum distillation using a kugelrohr distillation apparatus at 130° C./30 Pa to give 68.32 g (73% yield) of 4-dodecyl-1-cyclohexene (Formula (12) below). The results of 1H-NMR of this product are shown below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07612123B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-51e47197eb3642acb0778deae9339da9 |
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| Source note | uspto-grants-2009_11 |
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