Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Cyclohexyl p-tolyl ketone | HCID 76035 | 199.9% |
Reaction Steps
Dissolve cyclohexanecarbonyl chloride (2 g, 13.6 mmol) in anhydrous toluene (30 mL). Cool the solution to 0° C., add aluminum trichloride (2.72 g, 20.46 mmol) in three portions and stir the reaction mixture at ambient temperature overnight Cool to 0° C., add slowly water and extract the mixture with EtOAc. Dry the organic layer over Na2SO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane and hexane/EtOAc (19:1) to give the desired intermediate (2.75 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022062B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-9cd5560f4ec64a3daff1d5004c316e8f |
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| Source note | uspto-grants-2011_09 |
|---|