HuagongsheHuagongshe Chemistry Print Report · For research reference only
18-Crown-6 → 2-[3-(3-Ethyl-1-methyl-2-oxo-azepan-3-yl)-phenoxy]-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 3-Ethylhexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-one | HCID 2794573 | — |
| Reactant | 2-Fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrile | HCID 18533201 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-[3-(3-Ethyl-1-methyl-2-oxo-azepan-3-yl)-phenoxy]-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile | HCID 11102549 | — |
Reaction Steps
2-Fluoro-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile (as described in Step E above) (0.162 g, 0.700 mmol), 3-ethyl-3-(3-hydroxy-phenyl)-1-methyl-azepan-2-one (0.173 g, 0.700 mmol) and KF.Al2O3 (0.208 g) and 18-Crown-6 (0.017 g, 0.064 mmol) were dissolved in anhydrous CH3CN (7 mL) and refluxed under Ar for 24 h. The reaction was filtered, concentrated and purified using SiO2 chromatography (1-3% MeOH/CH2Cl2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06284755B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-56b1a4c3c7a54617951a3fd4ca881a31 |
| Source note | uspto-grants-2001_09 |