Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Fluorobenzonitrile | HCID 14517 | 77.4% |
Reaction Steps
To a solution of 4-fluoro benzaldehyde (8 g, 64 mmol) in acetonitrile (100 mL) was added NH2OH.HCl (5.78 g, 83 mmol) and NaI (4.8 g, 32 mmol) with stirring. The mixture was then stirred for 7 hours at refluxing temperature, cooled at the temperature in the range of 20-40° C., poured into water (200 mL) and extracted with EtOAc (2×250 mL). The organic layers were collected, combined, washed with brine solution, dried over anhydrous Na2SO4 and concentrated under vacuum to give the 4-fluoro-benzonitrile (6.0 g, 76% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07820654B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-44807a809d9c46ffa89811d308fd54f5 |
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| Source note | uspto-grants-2010_10 |
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