Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 57687715 | HCID 57687715 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57687714 | HCID 57687714 | 78.3% |
Reaction Steps
A solution (30 mL) of ethyl 1-phenyl-2-(phenylthio)-1H-imidazole-4-carboxylate (1.17 g) in tetrahydrofuran was cooled to −70° C., a 1.5 mol/L solution (12 mL) of diisobutylaluminum hydride in toluene was added dropwise by small portions. The reaction mixture was stirred at 0° C. for 4 hr, water was added and the mixture was stirred for 30 min. Tetrahydrofuran was added to the obtained gel and the mixture was filtered. The filtrate was concentrated under reduced pressure. A mixed solution of ethyl acetate-diisopropyl ether (1:1) was added to the residue, and insoluble crystals were collected by filtration to give the title compound as pale-yellow crystals (yield 797 mg, yield 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08334301B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-ee18a99eca3246ac9f536b377d4ce7fd |
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| Source note | uspto-grants-2012_12 |
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