Reacción #2503685

Ecuación de reacción

vinylene carbonate

p-toluamide

→

title compound

Rendimiento 45.0%

2-(4-Methylphenyl)oxazole

Rendimiento 45.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato cool to ˜80° C.
2. 2
   ExtracciónThis mixture was extracted three times with ethyl acetate
3. 3
   Secadowere dried with Na2SO4
4. 4
   Concentraciónconcentrated in vacuo
5. 5
   OtroPurification by medium pressure liquid chromatography (SiO2, 97:3 hexanes/acetone)

Procedimiento

Polyphosphoric acid (20 g), vinylene carbonate (5.73 mL, 90.0 mmol) and p-toluamide (12.2 g, 90.0 mmol) were combined and heated at 170° C. for 2 h. The reaction mixture was allowed to cool to ˜80° C., water (˜100 mL) was carefully added, and stirred for ˜10 min. This mixture was extracted three times with ethyl acetate, combined organic extracts were dried with Na2SO4, and concentrated in vacuo. Purification by medium pressure liquid chromatography (SiO2, 97:3 hexanes/acetone) gave 6.41 g (45%) of the title compound. MS 160 (M+H)+.

Fuente