HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-iodoethyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-hydroxyethyl)benzonitrile | HCID 66825693 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-iodoethyl)benzonitrile | HCID 67776828 | 84.2% |
Reaction Steps
To a solution of Ph3P (1036 mg, 3.95 mmol) and iodine (1003 mg, 3.95 mmol) in DCM (5 mL), which was stirred at room temperature for 10 min, was added imidazole (448 mg, 6.58 mmol). After stirring for another 10 min, 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-hydroxyethyl)benzonitrile (900 mg, 2.63 mmol) was added. The mixture was stirred at room temperature for 1 h, and quenched by water, extracted with DCM. Purification via flash chromatography then afforded the title compound (1.0 g, 2.214 mmol, 84% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-a5893f2c6356405aa6571f721c37bfce |
| Source note | uspto-grants-2014_01 |