Реакция #60025

Уравнение реакции

Methyl 4-formylbenzoate

potassium carbonate

p-toluenesulfonylmethyl isocyanide

→

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

Выход 79.9%

Растворители

methanol

Условия реакции

Обработка

1. 1
   Концентрированиеwas then concentrated to dryness in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
3. 3
   Промывкаwashed twice with water
4. 4
   Другоеdried
5. 5
   Концентрированиеconcentrated in vacuo

Методика

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).

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