HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-(2,4,5-Trifluorophenyl)-3-pentyn-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Bromo-2,4,5-trifluorobenzene | HCID 67597 | — |
| Reactant | 4-Pentyn-1-ol | HCID 79346 | — |
| Reactant | Triphenyl phosphine chloride | HCID 22619264 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 5-(2,4,5-Trifluorophenyl)-3-pentyn-1-ol | HCID 20058708 | — |
Reaction Steps
A mixture of 1-bromo-2,4,5-trifluorobenzene (5.0 g, 23.7 mmol), 4-pentyn-1-ol (2.4 ml, 26 mmol), palladium bis(triphenylphosphine chloride (5 mg), copper (I) iodide (5 mg) in triethylamine (30 ml) was refluxed under argon for 10 hours. On cooling, the mixture was acidified with dilute hydrochloric acid and was extracted with ethyl ether. Evaporation of the extracts gave an oil, which was purified by chromatography on a silica column using 60% ethyl ether/hexane to give the title alcohol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05013850 |
| Source dataset | uspto-grants-1991_05 |
| ORD ID | ord-3176bd6e97ba40288a1792136a6e19ff |
| Source note | uspto-grants-1991_05 |