Réaction #44779

Équation de réaction

water

4-(2-oxazolyl)phenol

cesium carbonate

4-fluorobenzaldehyde

→

4-[4-(2-oxazolyl)phenoxy]-benzaldehyde

Rendement 76.6%

Solvants

methylene chloride

DMF

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction mixture was cooled
2. 2
   LavageThe combined organic layers were washed with water and brine
3. 3
   Autredried
4. 4
   Concentrationconcentrated
5. 5
   AutreThe residue was recrystallized from aqueous ethanol

Mode opératoire

A solution of 4-(2-oxazolyl)phenol (15.7 g, 97 mmol) in DMF (120 mL) was treated with cesium carbonate (41 g, 126 mmol) and 4-fluorobenzaldehyde (13.3 g, 107 mmol). The reaction was heated at 110° C. for 2.5 hours. The reaction mixture was cooled and poured onto a mixture of ice and water. The product was isolated by extraction with methylene chloride (3×). The combined organic layers were washed with water and brine, dried, and concentrated. The residue was recrystallized from aqueous ethanol to give 19.7 g of 4-[4-(2-oxazolyl)phenoxy]-benzaldehyde.

Source