Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Amino-1-butanol | HCID 25868 | — |
| Reactant | 1,5-Difluoro-2-nitro-4-(trifluoromethyl)benzene | HCID 23295811 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 23295819 | HCID 23295819 | 79.8% |
Reaction Steps
With ice-cooling, 4-aminobutanol (0.72 g) dissolved in ethanol (5 ml) was added dropwise to ethanol (10 ml) solution of 1,5-difluoro-2-nitro-4-trifluoromethylbenzene (0.73 g), and the reaction was carried out overnight at room temperature. The reaction solution was concentrated and the resulting residue was purified by a silica gel column chromatography (n-hexane:ethyl acetate=1:1) to give 4-(5-fluoro-2-nitro-4-trifluoromethylanilino)butanol (0.76 g). The resulting anilinobutanol (0.66 g) and imidazole (1.5 g) were allowed to react with each other in DMF (10 ml) at 140° C. for 1 hour, the reaction solution was concentrated and then the resulting residue was purified by a silica gel column chromatography (chloroform:methanol =15:1) to give 4-[5-(1H-imidazol-1-yl)-2-nitro-4-trifluoromethylanilino)butanol (0.68 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06121264 |
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| Source dataset | uspto-grants-2000_09 |
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| ORD ID | ord-59ed3118f3e84e8e840e2955840cf53f |
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| Source note | uspto-grants-2000_09 |
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