反应详情

A mixture of p-toluamide (11.0 g, 81.3 mmol) and 2,2,2-trichloro-1,1-ethanediol (16.6 g, 100 mmol) in benzene (175 mL) was stirred at reflux in a Soxhlet extraction device charged with molecular sieves (20 g). After 12 hours, the extraction thimble of molecular sieves was replaced with a fresh portion of molecular sieves (20 g), and the reaction was allowed to heat at reflux for an additional 12 hours. Concentration in vacuo provided a heavy syrup which was dissolved in ethyl acetate (15 mL) and diluted with hexanes (175 mL). Refrigeration at 8° C. facilitated precipitation of a white solid that was collected by filtration and washed with hexanes to provide 20.2 g of the desired product.

1. temperatureat reflux in a Soxhlet extraction device
2. additioncharged with molecular sieves (20 g)
3. temperatureto heat
4. temperatureat reflux for an additional 12 hours
5. concentrationConcentration in vacuo
6. customprovided a heavy syrup which
7. customat 8° C.
8. customprecipitation of a white solid
9. filtrationthat was collected by filtration
10. washwashed with hexanes