HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-(3-(Difluoromethyl)phenylamino)cyclopent-2-enone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1,3-Cyclopentanedione | HCID 77466 | — |
| Reactant | Ytterbium triflate | HCID 2733225 | — |
| Reactant | 3-(Difluoromethyl)aniline | HCID 23445119 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(3-(Difluoromethyl)phenylamino)cyclopent-2-enone | HCID 90310964 | — |
Reaction Steps
A mixture of cyclopentane-1,3-dione (2.00 g, 20.4 mmol), 3-(difluoromethyl)aniline (2.92 g, 20.4 mmol) and Ytterbium(III) trifluormethanesulfonate (63 mg, 0.10 mmol, 0.5 mol %) is stirred at room temperature for 2 h. Methanol and water are added and the resulting precipitate is filtered and dried. Yield: 2.75 g; ESI mass spectrum: [M+H]+=224; Retention time HPLC: 0.82 min (V012_S01).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290459B1 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-775d23c9a84645e28ecd4bb827e5c328 |
| Source note | uspto-grants-2016_03 |