Reacción #60025

Ecuación de reacción

Methyl 4-formylbenzoate

potassium carbonate

p-toluenesulfonylmethyl isocyanide

→

methyl 4-(1,3-oxazol-5-yl)benzoate

Rendimiento 79.9%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónwas then concentrated to dryness in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
3. 3
   Lavadowashed twice with water
4. 4
   Otrodried
5. 5
   Concentraciónconcentrated in vacuo

Procedimiento

Methyl 4-formylbenzoate (Aldrich Chemical Co., St. Louis, Mo.) (5.0 g, 30.5 mmol), anhydrous potassium carbonate (4.55 g, 33 mmol) and p-toluenesulfonylmethyl isocyanide (TOSMIC, Aldrich Chemical Co.) (6.83 g, 30.5 mmol) were refluxed in methanol (100 ml) for 3.5 hours The mixture was then concentrated to dryness in vacuo. The residue was dissolved in ethyl acetate, washed twice with water, dried and concentrated in vacuo to give methyl 4-(1,3-oxazol-5-yl)benzoate as a beige solid (4.95 g).

Fuente