反应详情

温度

105 °C

o-Vanillin (100.5 g, 660 mmol), acetic acid (504 mL) and N-chlorosuccinimide (83.8 g, 627 mmol) were mixed and heated to 105° C. over 30 minutes. A rapid exotherm from 55 to 105° C. occurred over 7 minutes. The mixture refluxed for a few minutes and was allowed to cool slowly to room temperature (2.5 h). Water (1 L, 2 volume equivalents) was added to the mixture slowly over 10 minutes. The mixture was stirred for 5 minutes, filtered and the crude product air dried to afford 146.9 g of wet cake as a light yellow powder with 90% product, 3% o-vanillin and 7% dichlorovanillin Recrystallization from 200 g ethanol afforded 61 g (52% yield).

1. temperatureThe mixture refluxed for a few minutes
2. temperatureto cool slowly to room temperature (2.5 h)
3. filtrationfiltered
4. dry with materialthe crude product air dried
5. customto afford 146.9 g of wet cake as a light yellow powder
6. customwith 90% product, 3% o-vanillin and 7% dichlorovanillin Recrystallization from 200 g ethanol
7. customafforded 61 g (52% yield)