Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclohexane, (bromomethyl)- | HCID 137636 | — |
| Reactant | HCID 70060999 | HCID 70060999 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70059530 | HCID 70059530 | 54.1% |
Reaction Steps
A solution of the product from Example 24 (0.20 g, 0.42 mmol) and bromomethylcyclohexane (0.6 μL, 0.45 mmol) in DMF (2 mL) was added sodium hydride (60% in dispersion oil, 0.016 g, 0.42 mmol). The reaction mixture was stirred at 0° C. for 30 minutes and warmed to room temperature. The reaction mixture was poured into a separatory funnel containing ethyl acetate (50 mL) and water (50 mL). The organic phase was collected, washed with brine, and dried. The residue was purified by chromatography (silica gel, ethyl acetate/hexane) to give the title compound (0.13 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06423689B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-edf5193fab024fa1be3f5872f4158877 |
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| Source note | uspto-grants-2002_07 |
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