Reaktion #60025

Reaktionsgleichung

Methyl 4-formylbenzoate

potassium carbonate

p-toluenesulfonylmethyl isocyanide

→

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

Ausbeute 79.9%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenwas then concentrated to dryness in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
3. 3
   Waschenwashed twice with water
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated in vacuo

Vorschrift

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).

Quelle