HuagongsheHuagongshe Chemistry Print Report · For research reference only
18-Crown-6 → 2-[3-(3-Ethyl-2-oxo-azepan-3-yl)-phenoxy]-4-imidazol-1-ylmethyl-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | Benzonitrile, 2-fluoro-4-(1H-imidazol-1-ylmethyl)- | HCID 21697068 | — |
| Reactant | 3-Ethyl-3-(3-hydroxy-phenyl)-azepan-2-one | HCID 21706219 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-[3-(3-Ethyl-2-oxo-azepan-3-yl)-phenoxy]-4-imidazol-1-ylmethyl-benzonitrile | HCID 11037090 | — |
Reaction Steps
2-Fluoro-4-imidazol-1-ylmethyl-benzonitrile (as described in Example 1, Step E) (0.065 g, 0.325 mmol), 3-ethyl-3-(3-hydroxy-phenyl)-azepan-2-one (as described in Step B above) (0.076 g, 0.325 mmol), KF.Al2O3 (0.091 g) and 18-Crown-6 (0.008 g, 0.030 mmol) were refluxed in CH3CN (8 mL) under Ar for 72 h. The solution was filtered, concentrated in vacuo, and purified using SiO2 chromatography (0.5-3.0% MeOH/CH2Cl2). The compound was treated with 1N HCl ethereal solution to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06284755B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-9098ffd1b25046b9878da1ffb307ece8 |
| Source note | uspto-grants-2001_09 |