Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Iodo-3,3-dimethylbutane | HCID 14824899 | — |
| Reactant | HCID 178470744 | HCID 178470744 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71202496 | HCID 71202496 | 40.1% |
Reaction Steps
Ethyl 1H-imidazol-4-ylacetate (3.74 g) obtained in Step 1 was dissolved in N,N-dimethylformamide (30 mL). To this solution, sodium hydride (63%, 1.02 g) and 1-iodo-3,3-dimethylbutane (5.66 g) were added under ice cooling. The mixture was stirred overnight at room temperature and then separated into aqueous and organic layers by the addition of ethyl acetate and a saturated aqueous solution of ammonium chloride. The obtained aqueous solution was washed with saturated sodium chloride solution and then dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure, and the obtained residue was purified by silica gel chromatography (eluting solvent: methylene chloride/methanol=95/5) to obtain the title compound (2.32 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946443B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-56544d8c716d4d2eabd78128b0749071 |
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| Source note | uspto-grants-2015_02 |
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