Reaktion #5379

Reaktionsgleichung

O-dichlorobenzene

2-(6-acetoxy-2-naphthoylamino)-4-butylphenol

O-dichlorobenzene

chloric acid

→

2-(6-hydroxy-2-naphthyl)-5-butylbenzooxazole

Ausbeute 48.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturby heating
2. 2
   workup.DISTILLATIONwas distilled off under reduced pressure
3. 3
   workup.ADDITIONTo the resultant, 2.00 g (30.3 m mole) of potassium hydroxide and 60 ml of ethanol were added
4. 4
   Temperaturby heating
5. 5
   workup.STIRRINGstirring for 20 minutes at 60° C
6. 6
   SonstigeAfter the reaction
7. 7
   Sonstigeto precipitate a crystal
8. 8
   FiltrationThe crystal was filtered
9. 9
   Waschenwashed with water
10. 10
    Sonstigerecrystallized from a mixture solvent of acetoneethanol

Vorschrift

5.40 g (14.3 m mole) of 2-(6-acetoxy-2-naphthoylamino)-4-butylphenol, 0.43 g of p-toluenesulfuric acid monohydrate and 40 ml of O-dichlorobenzene were placed in a 100 ml round-bottom flask, followed by heating and stirring for 30 minutes at 200-203° C. After the reaction, O-dichlorobenzene was distilled off under reduced pressure. To the resultant, 2.00 g (30.3 m mole) of potassium hydroxide and 60 ml of ethanol were added, followed by heating and stirring for 20 minutes at 60° C. After the reaction, the reaction mixture was poured into 600 ml of water. To the reaction mixture, 8 ml of chloric acid was added to precipitate a crystal. The crystal was filtered, washed with water and recrystallized from a mixture solvent of acetoneethanol to obtain 2.18 g of 2-(6-hydroxy-2-naphthyl)-5-butylbenzooxazole (Yield: 42.4%).

Quelle