HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxygen → 2-(p-Octyloxyphenyl)-5-(4-trifluoromethyloctyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 14766021 | HCID 14766021 | — |
| Reactant | 3-Trifluoromethylheptyl iodide | HCID 15100011 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-(p-Octyloxyphenyl)-5-(4-trifluoromethyloctyl)pyridine | HCID 15100012 | — |
Reaction Steps
0.2 mol of a 1.6 N solution of n-butyllithium in hexane and subsequently, at -30° C. to -40° C., a solution of 0.19 mol of 2 (p-octyloxyphenyl)-5-methylpyridine in THF are added to 0.2 mol of diisopropylamine in 100 ml of THF with exclusion of atmospheric oxygen and moisture. The reaction mixture is allowed to warm slowly until a clear solution is produced, and 0.2 mol of 3-trifluoromethylheptyl iodide (optically active) is then added. After 12 hours, the reaction mixture is hydrolyzed using saturated ammonium chloride solution, and is then subjected to customary work-up, giving optically active 2-(p-octyloxyphenyl)-5-(4-trifluoromethyloctyl)pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05393459 |
| Source dataset | uspto-grants-1995_02 |
| ORD ID | ord-4b936cc7fc22494181bdaf919bc0f91e |
| Source note | uspto-grants-1995_02 |