HuagongsheHuagongshe Chemistry Print Report · For research reference only
Salicylic Acid → N-[2,5-Bis(trifluoromethyl)phenyl]-2-hydroxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Salicylic Acid | HCID 338 | — |
| Reactant | Chlorobenzene | HCID 7964 | — |
| Reactant | Phosphorus trichloride | HCID 24387 | — |
| Reactant | 2,5-Bis(trifluoromethyl)aniline | HCID 719818 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-[2,5-Bis(trifluoromethyl)phenyl]-2-hydroxybenzamide | HCID 23070350 | 48.1% |
Reaction Steps
A mixture of salicylic acid (6.90 g, 50 mmol), 2,5-bis(trifluoromethyl)-aniline (11.46 g, 50 mmol), phosphorus trichloride(2.18 ml, 25 mmol) and chlorobenzene(150 mL) was refluxed for 4 hours. After the reaction mixture was cooled to room temperature, it was diluted with ethyl acetate. The organic layer was washed with water and brine, and dried over magnesium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was washed with n-hexane to give the title compound(8.4 g, 47.8%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07626042B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-b84311830763498d9814de048cd2ec16 |
| Source note | uspto-grants-2009_12 |