Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium hydride | HCID 82127 | — |
| Reactant | HCID 18430867 | HCID 18430867 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70148863 | HCID 70148863 | — |
Reaction Steps
To a solution of tert-butyl[1-[(4-benzyl-1-piperazinyl)methyl]cyclohexyl]methylcarbamate (770 mg/1.92 mmol) in dimethylformamide (10 ml) was added potassium hydride (157 mg/3.84 mmol) at 0° C. and the resulting solution was stirred for 30 minutes at the same temperature. Ethyliodide (0.46 ml/5.76 mmol) was added to the solution and the resulting mixture was stirred for 6 hours at ambient temperature Water (20 ml) was added for quenching and the mixture was extracted with ethyl acetate (100 ml). The extract was washed with brine (20 ml), dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (Si/230-400 mesh/20 g/dichloromethane:methanol=100:0-100:2-100:4-100:6) to give a colorless oil (730 mg/89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06444677B2 |
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| Source dataset | uspto-grants-2002_09 |
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| ORD ID | ord-a610f42ac8b4461595965b2836e87438 |
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| Source note | uspto-grants-2002_09 |
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