HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (5-Dimethylamino-2-nitro-4-trifluoromethylphenyl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(4-Chlorophenoxy)acetonitrile | HCID 306444 | — |
| Reactant | N,N-dimethyl-4-nitro-2-(trifluoromethyl)aniline | HCID 521528 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (5-Dimethylamino-2-nitro-4-trifluoromethylphenyl)acetonitrile | HCID 58437521 | 9.9% |
Reaction Steps
To a solution of dimethyl-(4-nitro-2-trifluoromethylphenyl)amine (0.95 g) in N,N-dimethylformamide (20 mL) were added (4-chlorophenoxy)acetonitrile (0.75 g) and 1 mol/L potassium tert-butoxide (4.5 mL, in tetrahydrofuran solution) under ice cooling, and this mixture was stirred at the same temperature for 1 hour. This reaction mixture was poured into water, and this mixture was extracted with ethyl acetate. This organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.11 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829040B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-d6372bf02a004b0890cfcdbe6e270fb0 |
| Source note | uspto-grants-2014_09 |