Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Benzyl 3-Bromopropyl Ether | HCID 2776064 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Potassium bisulfate | HCID 516920 | — |
| Product | HCID 12943602 | HCID 12943602 | 93.9% |
Reaction Steps
Example 234 A) To a mechanically stirred mixture of KOt-Bu (10.1 g, 104 mmol) in benzene (100 mL) cooled to 0° C. under nitrogen was added cyclohexanone (7.4 g, 83 mmol) dropwise over 20 min. Ten minutes after the addition was complete, benzyl 3-bromo-propyl ether (20 g, 87 mmol) was added over a twenty minute period. The reaction mixture was warmed to room temperature, refluxed for seven hours, stirred at room temperature or eighteen hours, and diluted with 0.5N potassium hydrogen sulfate (200 mL). The reaction mixture was further diluted with Et2O, 0.5N potassium hydrogen sulfate, and water, until two phases formed. The organic phase was washed with water, brine, dried over sodium sulfate, filtered, and the solvent removed under reduced pressure to give 19.2 g of the 2-(3-benzyloxypropyl)-cyclohexan-1-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06011028 |
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| Source dataset | uspto-grants-2000_01 |
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| ORD ID | ord-6bf63e34c7a74080b69b2b111ecf0f4f |
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| Source note | uspto-grants-2000_01 |
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