HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-[3,5-Bis(trifluoromethyl)phenyl]-2-chloroacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Chloroacetic Acid | HCID 300 | — |
| Reactant | Benzenamine, 3,5-bis(trifluoromethyl)- | HCID 9480 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[3,5-Bis(trifluoromethyl)phenyl]-2-chloroacetamide | HCID 1800613 | 74% |
Reaction Steps
To a solution of 3,5-bis(trifluoromethyl)aniline (3.74 g, 16.3 mmol) in DCM (60 mL) was added chloroacetic acid (2.31 g, 24.4 mmol), EDC (5.0 g, 32.6 mmol) and DMAP (cat.). The reaction mixture was stirred at RT overnight. The contents were transferred to a separatory funnel and DCM layer was washed with saturated NaHCO3 solution, dried over anhydrous Na2SO4. The crude product was purified by flash column chromatography using 3:1 Pet. Ether:DCM in. Purified product was isolated as a white solid weighing 3.67 g (yield: 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133998B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-459c78ec107341c893b833c1aa35fece |
| Source note | uspto-grants-2012_03 |