反应详情

温度

100 °C

To 3-chloro-4-methoxyaniline (1A) (5.0 g, 31.7 mmol) was added 6 M HCl (100 mL) and the reaction was heated to 100° C. with stirring. Toluene (30 mL) was added followed by the slow addition of crotonaldehyde (5.3 mL, 63.5 mmol) at 100° C. The mixture was stirred at 100° C. for 2 hours and cooled to room temperature. The water layer was separated and neutralized with 2 M NaOH solution to pH ˜8. The solid that formed was filtered and collected. The crude product was purified by flash column chromatography to give 1B as white solid (3.3 g, 50%). LCMS-ESI+ (m/z): 208.2, 210.2 (M+H)+.

1. stirringThe mixture was stirred at 100° C. for 2 hours
2. temperaturecooled to room temperature
3. customThe water layer was separated
4. customThe solid that formed
5. filtrationwas filtered
6. customcollected
7. customThe crude product was purified by flash column chromatography