HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 2-Fluoro[1,1'-biphenyl]-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 4-Bromo-2-fluoro-1,1'-biphenyl | HCID 521063 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2-Fluoro[1,1'-biphenyl]-4-carbonitrile | HCID 26596568 | — |
Reaction Conditions
| Temperature | 151 °C |
|---|
Reaction Steps
Copper (I) cyanide (10.69 g, 0.12 mol) and potassium iodide (6.21 g, 0.037 mol) are added to a stirred pyridine solution (10 mL) of 4-bromo-2-fluorobiphenyl (10 g, 0.040 mol). The reaction mixture is heated at 150-152° C., 5 mL pyridine is distilled out and heating is continued at 150-152° C. for 24 hrs. The reaction mixture is cooled to 95-1000, toluene (100 mL) is added to it. It is cooled to 35-40° C. and an aqueous ammonia solution (25%, 100 mL) is added. After stirring for half an hour, toluene layer is separated and washed with aqueous ammonia solution (2×50 mL), then demineralized water (3×100 mL). The toluene layer is charcoalized and concentrated to give 2-fluorobiphenyl-4-carbonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809539B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-b31fe268a6fd48618035d557add75685 |
| Source note | uspto-grants-2014_08 |