反应详情

温度

55 °C

A mixture of 4-(pyrimidin-5-yloxy)benzaldehyde (666 mg, 3.33 mmol), (R)-(+)-tert-butanesulfinamide (450 mg, 3.71 mmol) and copper sulfate (796 mg, 4.99 mmol) in anhydrous in dichloroethane (7.648 mL) and under argon was heated at 55° C. for ˜21 hours. The reaction mixture was allowed to cool to room temperature. The slurry was filtered through a celite pad, eluted with DCM (5×10 mL). The combined filtrates were concentrated under reduced pressure and the resulting yellowish oil was purified by column chromatography [SiO2, 24 g, heptane/ethyl acetate] providing (R,E)-2-methyl-N-(4-(pyrimidin-5-yloxy)benzylidene)propane-2-sulfinamide (836 mg) as a pale viscous oil. LCMS m/z 304.0 (M+H)+, Rt 0.79 min.

1. temperatureto cool to room temperature
2. filtrationThe slurry was filtered through a celite pad
3. washeluted with DCM (5×10 mL)
4. concentrationThe combined filtrates were concentrated under reduced pressure
5. customthe resulting yellowish oil was purified by column chromatography [SiO2, 24 g, heptane/ethyl acetate]