反应详情

To a solution of sodium ethoxide in EtOH (prepared from sodium (0.5 g, 21.75 mmol) dissolved in EtOH (40 mL)) is added ethyl 3-oxo-3-(phenylamino)propanoate (4 g, 19.30 mmol) and trans-4-methoxy-3-buten-2-one (2 g, 19.98 mmol). After the reaction is stirred at reflux overnight, the mixture is concentrated. The residue is partitioned between H2O (50 mL) and EtOAc (50 mL). The aqueous layer is acidified with concentrated HCl to a pH 3˜4 and then it is extracted with EtOAc. The organic extracts are dried and concentrated. The residue is purified by silica gel column chromatography eluting with DCM:MeOH (25:1) to give the product (1.20 g, 27% yield). MS (m/z): 230.0 (M+H).

1. temperatureat reflux overnight
2. concentrationthe mixture is concentrated
3. customThe residue is partitioned between H2O (50 mL) and EtOAc (50 mL)
4. extractionit is extracted with EtOAc
5. customThe organic extracts are dried
6. concentrationconcentrated
7. customThe residue is purified by silica gel column chromatography
8. washeluting with DCM:MeOH (25:1)