HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 2-(4-Fluorophenyl)-1-(pyridin-4-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 2-(4-Fluorophenyl)-3-oxo-3-(pyridin-4-yl)propanenitrile | HCID 14195223 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-Fluorophenyl)-1-(pyridin-4-yl)ethanone | HCID 11042133 | — |
Reaction Steps
The starting materials are converted in a condensation reaction with the aid of metallic sodium in an alcohol, for example ethanol, into 2-cyano-2-(4-fluorophenyl)-1-(4-pyridyl)ethanone (compound 1). The cyano group is then removed by hydrolysis, for example with hydrobromic acid, and decarboxylation, giving 2-(4-fluorophenyl)-1-(4-pyridyl)ethanone (compound 2). In the next step, compound 2 is nitrosated in the 2-position using, for example, nitrites, such as sodium nitrite or isoamyl nitrite.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253191B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-e22069a620fa4983af7eb589c74b0a62 |
| Source note | uspto-grants-2007_08 |