Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Allyl chloride | HCID 7850 | — |
| Reactant | Cyclohexane | HCID 8078 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Dibenzo-18-crown-6 | HCID 26541 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1,1-Dimethylcyclohexane | HCID 11549 | — |
| Product | 1-[3,3-Dimethyl-1-(prop-2-en-1-yl)cyclohexyl]ethan-1-one | HCID 14817851 | — |
Reaction Steps
A slurry of potassium hydroxide (84 grams, 1.5 moles), 1-acetyl-3,3-dimethyl) cyclohexane (156 grams, 1 mole), dibenzo-18-crown-6 (3 grams) having the structure: ##STR31## produced by the Aldrich Chemical Company of Metuchen, New Jersey, and toluene (150 ml) is heated to reflux whereupon the reaction mass thickens. The mass is cooled to 70° C., and allyl chloride (114 grams, 1.5 moles) is added thereto rendering the reaction mixture more fluid. The reaction mixture is heated at reflux for an additional 9 hours whereupon the mass is cooled, and water is added. The aqueous layer is added, and the organic layer is distilled for afford 24 grams of 3,3-dimethylcyclohexane, 48 grams of 1-acetyl-3,3-dimethyl-1-(2-propenyl)cyclohexane, and 90 grams of nonvolatile material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04102928 |
|---|
| Source dataset | uspto-grants-1978_07 |
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| ORD ID | ord-21fc749a17b0465e88a3e7992b64d71b |
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| Source note | uspto-grants-1978_07 |
|---|
