HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Butyn-1-OL → HCID 15332557, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Butyn-1-OL | HCID 13566 | — |
| Reactant | 2,4-Dichloro-1-iodobenzene | HCID 96864 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 15332557 | HCID 15332557 | — |
Reaction Steps
Synthesis of an intermediate in which m is 3 is detailed in Example 4. This route starts with the reaction of 3-butyn-1-ol with 2,4-dichloroiodobenzene in the presence of bis(triphenylphosphine)palladium(II) chloride and copper(I) iodide in acetonitrile and triethylamine, producing 4-(2,4-dichlorophenyl)-3-butyn-1-ol. Hydrogenation of this acetyleneic alcohol over platinum oxide produces 4-(2,4-dichlorophenyl)-1-butanol which is then oxidized with chromium trioxide and sulfuric acid to the corresponding carboxylic acid. The remaining steps are the same as those detailed in Example 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05502054 |
| Source dataset | uspto-grants-1996_03 |
| ORD ID | ord-6463e9afccca47d3911acf624f7bfff8 |
| Source note | uspto-grants-1996_03 |