HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Cyano-4'-methylbiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Bromobenzonitrile | HCID 16272 | — |
| Catalyst | (1,3-Bis(diphenylphosphino)propane)palladium(II) chloride | HCID 11017392 | — |
| Product | 2-Cyano-4'-methylbiphenyl | HCID 145512 | 96% |
Reaction Steps
PdCl2/dppp (0.023 g, 1 mol %) is added and then o-bromobenzonitrile (0.72 g, 3.955 mmol) is added. The temperature rises from +10 to +300° C. over 15 min and then slowly falls to +250° C. After stirring for 3 hours at room temperature, the reaction mixture is hydrolysed using a 1N hydrochloric acid solution (15 ml). After extracting with ethyl ether, the organic phase is dried over potassium carbonate, filtered and then evaporated under vacuum. The oil thus formed is subsequently purified by chromatography (silica: 20 g; eluant: petroleum ether/ethyl acetate=95/5). The o-(p-tolyl)benzonitrile thus obtained is then harvested, with a yield of 96%, in the form of off-white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06392080B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-04a9841fca0a44d4940ce23726be87c6 |
| Source note | uspto-grants-2002_05 |