HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3-[2-(Dimethylamino)ethoxy]-5-(trifluoromethyl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Hydroxy-5-nitrobenzotrifluoride | HCID 2756251 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-[2-(Dimethylamino)ethoxy]-5-(trifluoromethyl)aniline | HCID 21049549 | 63% |
Reaction Steps
A mixture of 2-chloro-N1N-dimethylethanamine (0.355 g, 2.66 mmol), 3-nitro-5-(trifluoromethyl)phenol (0.500 g, 2.41 mmol) and Cs2CO3 (2.36 g, 7.24 mmol) in DMF (19 mL) was stirred at rt until reaction complete by TLC (1:1 EtOAc:Hexane). The mixture was diluted with EtOAc and washed with water. The organic solution was dried over Na2SO4, filtered, and concentrated to give the desired product as a brown oil (0.490 g, 63%). LCMS: (FA) ES+ 304.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652041B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-0dd3becbc8694693b68732fb29c232fa |
| Source note | uspto-grants-2010_01 |