Reaktion #161458

Reaktionsgleichung

methanesulfonic acid

4-Fluoro-3-nitro-5-trifluoromethyl benzoic acid

2-aminophenol

WSC

→

title compound

Ausbeute 54.0%

2-(2-fluoro-3-trifluoromethylnitrobenzen-5-yl)benzoxazole

Ausbeute 54.0%

Lösungsmittel

Water

CHCl3

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthis was extracted with chloroform/acetone (3:1)
2. 2
   SonstigeAfter the organic layer obtained
3. 3
   Trocknenwas dried over anhydrous sodium sulfate, it
4. 4
   Filtrationwas filtered
5. 5
   Einengenconcentrated
6. 6
   SonstigeTo a dioxane (20 mL) solution of the solid obtained
7. 7
   Temperaturthis was heated
8. 8
   Temperaturto reflux for 18 hours
9. 9
   TemperaturAfter the reaction solution was cooled
10. 10
    Filtrationthe precipitated crystals were filtered
11. 11
    Waschenafter being washed with water
12. 12
    Sonstigewere dried

Vorschrift

4-Fluoro-3-nitro-5-trifluoromethyl benzoic acid (1.00 g, 4.0 mmol), 2-aminophenol (0.47 g, 4.4 mmol), CHCl3 (20 mL), and WSC (0.83 g, 4.4 mmol) were added together and stirred at room temperature for 1 hour. Water was added, and this was extracted with chloroform/acetone (3:1). After the organic layer obtained was dried over anhydrous sodium sulfate, it was filtered and concentrated. To a dioxane (20 mL) solution of the solid obtained was added methanesulfonic acid (2.28 g, 24 mmol), and this was heated to reflux for 18 hours. After the reaction solution was cooled, water was added, and the precipitated crystals were filtered, and after being washed with water were dried to yield the title compound (0.70 g, 54% yield) as yellowish-brown crystals.

Quelle