HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-Methoxy-N-methyl-2-(4'-trifluoromethyl-biphenyl-4-yl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (1H-Imidazol-1-yl)(1H-pyrazol-1-yl)methanone | HCID 13686857 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | 4-[4-(Trifluoromethyl)phenyl]phenylacetic acid | HCID 22280181 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-Methoxy-N-methyl-2-(4'-trifluoromethyl-biphenyl-4-yl)-acetamide | HCID 86085431 | 78% |
Reaction Steps
To a solution of (4′-trifluoromethyl-biphenyl-4-yl)-acetic acid (0.276 g, 0.99 mmol) in tetrahydro-furan (1 mL) is added imidazol-1-yl-pyrazol-1-yl-methanone (0.176 g, 1.1 mmol) and stirred for thirty minutes. A solution of O, N-dimethyl-hydroxylamine hydrochloride (0.107 g, 1.1 mmol) and triethyl-amine (0.15 mL, 1.1 mmol) in N,N-dimethyl-formamide (4 mL) is added to (4′-trifluoromethyl-biphenyl-4-yl)-acetic acid solution and stir sixteen hours, diluted with ethyl acetate, washed with water two times then brine. Organics are dried over sodium sulfate, filtered and concentrated. Column chromatography on silica gel with 0-60% ethyl acetate/hexane gradient gives 0.250 g (0.77 mmol, 78%) of title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989457B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-8377b07098c245f1ac36151df0d486ea |
| Source note | uspto-grants-2011_08 |