Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22242094 | HCID 22242094 | — |
| Reactant | 4-[4-[2-(2-hydroxyethyl)-1H-imidazol-1-yl]butyl]phenol | HCID 22259323 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22733361 | HCID 22733361 | 70.4% |
Reaction Steps
To a solution of 4-[4-[2-(2-hydroxyethyl)-1H-imidazol-1-yl]butyl]phenol (130 mg) in DMF (4 ml), 60% oily sodium hydride (22 mg) was added under ice cooling. After stirring at room temperature for 30 minutes, (E)-4-chloromethyl-2-[2-(4-chlorophenyl)ethenyl]oxazole (140 mg) was added under ice cooling. After stirring at 0° C. for 1 hour, then at room temperature overnight, water was added under ice cooling. The precipitate was collected by filtration, washed with water, and dissolved in a mixture of THF-ethyl acetate. This solution was dried over magnesium sulfate, after which it was concentrated under reduced pressure. The residue was recrystallized from methanol-ethyl acetate-diethyl ether to yield the titled compound (168 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06716863B2 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-101a91e6c4b4423b9f9427c506b0227e |
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| Source note | uspto-grants-2004_04 |
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