2,5-Dimethoxybenzaldehyde → HCID 71549888, compound

Participants

Reaction Steps

(E)-diethyl 4-oxo-4-(piperidin-1-yl)but-2-enylphosphoric acid (50 mg, 0.17 mmol) and 2,5-dimethoxybenzaldehyde (28.4 mg, 0.17 mmol) were dissolved in THF (1.5 mL) at −10° C., and then potassium tert-butoxide (0.51 mL, 0.51 mmol) was added thereto, followed by stirring at the same temperature for 20 minutes under anhydrous reaction conditions. The temperature of the mixture was raised to room temperature, and the reaction was terminated by the addition of distilled water. After EtOAc was added, the oil layer was separated, followed by washing with distilled water and a saturated solution of NaCl, drying over anhydrous Na2SO4, and then filtering. The filtrate was distilled under reduced pressure, and the thus obtained residue was purified by column chromatography (hexane:EtOAc (2:1)) to give a target compound (40.7 mg, yield: 78.6%).

Provenance & Evidence