HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → N-(4-(1H-benzotriazole-1-yl)butyl)-4-(3-trifluoromethylphenyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-[3-(Trifluoromethyl)phenyl]piperidine | HCID 3049031 | — |
| Reactant | 6-methoxyl-1-(4-chlorobutyl)-1H-benzotriazole | HCID 118386842 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(4-(1H-benzotriazole-1-yl)butyl)-4-(3-trifluoromethylphenyl)piperidine | HCID 76280853 | 69.6% |
Reaction Steps
6-methoxyl-1-(4-chlorobutyl)-1H-benzotriazole (0.06 mol) was dissolved into 150 ml of acetonitrile, 4-(3-(3-trifluoromethylphenyl) piperidine (0.05 mol), diisopropylethylamine (0.2 mol) and potassium iodide (0.05 mol) were respectively added. The mixture was stirred for 10 min at ambient temperature, and then heated and refluxed to react for 15 hours. The mixture was cooled down to ambient temperature and filtered. The filtrate was concentrated to produce oily products, and treated by chromatography with neutral Al2O3, purified, eluted with dichloromethane/methanol mixture to produce 14.0 g N-(4-(1H-benzotriazole-1-yl)butyl)-4-(3-trifluoromethylphenyl)piperidine (I-131) with a yield of 64.6%. ESI-MS [M+H]+: m/z 433.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09415047B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-064d717fb78f478099585871d499c3e0 |
| Source note | uspto-grants-2016_08 |