HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 140690-80-8
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 3-(Trifluoromethyl)aniline | HCID 7375 | — |
| Reactant | Chloro(phenyl)acetyl chloride | HCID 102902 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 140690-80-8 | HCID 5079533 | 89.3% |
Reaction Steps
A toluene [350 milliliters (mL)] solution of 3-aminobenzotrifluoride [35.5 grams (g) 0.22 mol] and pyridine (19.1 grams, 0.24 mol) was cooled in an ice bath. 2-Chloro-2-phenylacetyl chloride (45.8 grams, 0.24 mol) was added dropwise. The mixture was allowed to warm to room temperature and stirred overnight. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with water (2 ×200 mL) and dried with magnesium sulfate. The solvent was removed in a rotary evaporator to provide the desired N-(3-trifluoromethylphenyl)-2-chloro-2-phenylacetamide (61.6 grams, 89% yield) whose structure was confirmed by nuclear magnetic resonance, infra-red spectroscopy, and mass spectroscopy analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05076832 |
| Source dataset | uspto-grants-1991_12 |
| ORD ID | ord-3779557aae0d4277813e4cf03c5d8e3c |
| Source note | uspto-grants-1991_12 |