HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 2-(4'-Fluoro-4-biphenylyl)-3-octyn-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 4-Fluorobiphenyl | HCID 9461 | — |
| Reactant | 1-Hexyne | HCID 12732 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-(4'-Fluoro(1,1'-biphenyl)-4-yl)ethanone | HCID 608114 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | Sodium 2-(4'-fluoro-4-biphenylyl)-3-octyn-2-olate | HCID 23684843 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4'-Fluoro-4-biphenylyl)-3-octyn-2-ol | HCID 21322324 | — |
Reaction Steps
2.43 g. of sodium hydride in added portionwise to a solution of 8.2 g. of 1-hexyne in 30 ml. of dry THF and then, under a stream of nitrogen, a solution of 21.4 g. of 4'-fluoro-4-acetylbiphenyl, preparable from 4-fluorobiphenyl and acetyl chloride in the presence of AlCl3, in 60 ml. of THF is added thereto. The reaction mixture contains sodium 2-(4'-fluoro-4-biphenylyl)-3-octyn-2-olate. It is hydrolyzed with an aqueous 15% ammonium chloride solution and worked up as usual. There is obtained 2-(4'-fluoro-4-biphenylyl)-3-octyn-2-ol; m.p. 62°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04151294 |
| Source dataset | uspto-grants-1979_04 |
| ORD ID | ord-d8e24277f179448da92e833593cde990 |
| Source note | uspto-grants-1979_04 |