HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl (ethoxymethylene)malonate → Diethyl [2,3,4-trifluoro[(1S)-2-hydroxy-1-methylethyl]anilino]methylenemalonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl (ethoxymethylene)malonate | HCID 6871 | — |
| Reactant | (2S)-2-(2,3,4-Trifluoroanilino)propanol | HCID 11401466 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Diethyl [2,3,4-trifluoro[(1S)-2-hydroxy-1-methylethyl]anilino]methylenemalonate | HCID 11485652 | 75% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Potassium tertiary-butoxide (62 mg) was added to DMF (2 ml) and cooled to 0° C. Then a solution of the compound (100 mg) obtained in Example 51 in DMF (200 μl) was dropped thereinto. After stirring for 15 minutes, diethyl ethoxymethylenemalonate was dropped thereinto and the resultant mixture was stirred for 8 hours at room temperature. After treating in a conventional manner, it was subjected to silica gel column chromatography to thereby give 137 mg (75%) of the title compound as a colorless solid. The 1H-NMR and IR spectral data of this product was identical with those of the compound obtained in Example 63.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06872823B1 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-65488af68e6f4d18b57e6680608e6db0 |
| Source note | uspto-grants-2005_03 |