HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-(4-Chloro-3-(trifluoromethyl)phenoxy)-5-(chloromethyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-(4-Chloro-3-(trifluoromethyl)phenoxy)-5-(hydroxymethyl)benzonitrile | HCID 66825608 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-Chloro-3-(trifluoromethyl)phenoxy)-5-(chloromethyl)benzonitrile | HCID 67773500 | 90.7% |
Reaction Steps
To the solution of 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-(hydroxymethyl)benzonitrile (500 mg, 1.526 mmol) in DCM (30 mL), was added thionyl chloride (1.671 mL, 22.89 mmol) dropwise. The mixture was stirred at room temperature for 2 h. After removing the solvent, the residue was dissolved in DCM, then washed with water twice, dried over Na2SO4, concentrated and purified via flash chromatography to afford the title compound (479 mg, 89% yield) as a white solid. LCMS: rt=3.45 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-e22c1460a6744edeaf4ff15571141693 |
| Source note | uspto-grants-2014_01 |