Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Chloro-4-fluorobenzonitrile | HCID 145525 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 118555039 | HCID 118555039 | 49.9% |
Reaction Steps
A reaction mixture solution prepared by suspending 77.8 mg of 3-chloro-4-fluorobenzonitrile, 51.8 mg of phenol and 82.9 mg of potassium carbonate in 2 mL of dimethylsulfoxide was heated at 100° C. for 14 hours under a nitrogen atmosphere. Subsequently, 24.0 mg of sodium hydride and 40.8 mg of imidazole were added to the reaction mixture solution, and the mixture was heated at 140° C. for 5 hours under a nitrogen atmosphere. After the addition of water to the reaction mixture solution, extraction was performed using ethyl acetate. The organic phase is washed with saline, followed by drying and concentrating under reduced pressure. The resulting crude product was separated and purified by silica gel column chromatography to obtain 65.2 mg of 3-(1H-imidazol-1-yl)-4-phenoxybenzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388174B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-119e683b191e497c998b518a5241e1fd |
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| Source note | uspto-grants-2016_07 |
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