Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Cyclohexanol, 4-(1,1,3,3-tetramethylbutyl)- | HCID 546355 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57934610 | HCID 57934610 | 94% |
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-t-octylcyclohexanol (0.471 mol), sulfuric acid (0.047 mol), sodium sulfate (0.047 mol), distilled water (35 g), and xylene (100 g), and they were heated and refluxed for 3 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 120° C./666 Pa to give 85.64 g (94% yield) of 4-t-octyl-1-cyclohexene (Formula (14) 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-ae9dcc263bfc4a7bb1ddfc788b03c71a |
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| Source note | uspto-grants-2009_11 |
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