Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594858Generated: October 25, 2026

18-Crown-6 → 2-[3-(3-Ethyl-2-oxo-azepan-3-yl)-phenoxy]-4-imidazol-1-ylmethyl-benzonitrile

https://huagongshe.com/reaction/1594858

Reaction equation

Participants

RoleNameHCIDCharge
Reactant18-Crown-6HCID 28557—
ReactantPotassium FluorideHCID 522689—
ReactantBenzonitrile, 2-fluoro-4-(1H-imidazol-1-ylmethyl)-HCID 21697068—
Reactant3-Ethyl-3-(3-hydroxy-phenyl)-azepan-2-oneHCID 21706219—
SolventAcetonitrileHCID 6342—
Product2-[3-(3-Ethyl-2-oxo-azepan-3-yl)-phenoxy]-4-imidazol-1-ylmethyl-benzonitrileHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06284755B1
Source datasetuspto-grants-2001_09
ORD IDord-9098ffd1b25046b9878da1ffb307ece8
Source noteuspto-grants-2001_09