HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[2-(2,4-dichloro-phenyl)-1-methylethyl]-2-trifluoromethylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(Trifluoromethyl)benzoyl chloride | HCID 67561 | — |
| Reactant | 1-(2,4-Dichlorophenyl)propan-2-amine | HCID 3041175 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[2-(2,4-dichloro-phenyl)-1-methylethyl]-2-trifluoromethylbenzamide | HCID 67223276 | 28% |
Reaction Steps
To a solution of crude [2-(2,4-dichlorophenyl)-1-methylethyl]amine (about 0.8 g, 3.9 mmol) and triethylamine (0.6 g, 5.9 mmol) in tetrahydrofuran (20 ml) was slowly added dropwise 2-trifluoromethylbenzoyl chloride (0.8 g, 3.8 mmol) at room temperature. After stirring at room temperature for 0.5 hr, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with 0.5N hydrochloric acid, saturated aqueous sodium hydrogen carbonate, and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography and recrystallized from a mixed solvent of acetone/n-hexane to give a desired compound (white solid, yield; 0.4 g, 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378114B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-ed43c68206b34ce2885e2c589be96686 |
| Source note | uspto-grants-2013_02 |