Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-(Trifluoromethyl)aniline | HCID 6922 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 681880 | HCID 681880 | — |
Reaction Steps
2-Aminobenzotrifluoride (5 mL) and pyridine (6.44 mL) were dissolved in tetrahydrofuran (100 mL), and phenyl chloroformate (5.5 mL) was added dropwise under ice-cooling. After dropwise addition of the reagent, the mixture was brought back to room temperature and stirred for 4.5 hours. Water was added to the reaction solution and the mixture was concentrated under reduced pressure, followed by extraction with ethyl acetate. The resulting organic layer was washed with 2 N hydrochloric acid and brine and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration, and then the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (12.1 g). The property values of the compound are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08754100B2 |
|---|
| Source dataset | uspto-grants-2014_06 |
|---|
| ORD ID | ord-63b4749950404b37bb6d83f8f46c054a |
|---|
| Source note | uspto-grants-2014_06 |
|---|