Reaktion #1080058

Reaktionsgleichung

citric acid

sodium hydroxide

3-(5-acetylthio-4-chloro-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2(1H)-pyridone

water

→

desired product

Ausbeute 93.0%

3-(4-chloro-2-fluoro-5-mercaptophenyl)-1-methyl-6-trifluoromethyl-2(1H)-pyridone

Ausbeute 93.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder cooling with ice
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenAfter washing with water
4. 4
   Trocknena saturated sodium chloride aqueous solution, the organic layer was dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONEthyl acetate was distilled off under reduced pressure
6. 6
   SonstigeThen, the obtained crude crystals
7. 7
   Waschenwere washed with n-hexane

Vorschrift

2.8 g (7.7 mmol) of 3-(5-acetylthio-4-chloro-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2(1H)-pyridone was dissolved in 30 ml of methanol, 8.5 ml (8.5 mmol) of a 1N sodium hydroxide aqueous solution was dropwise added thereto under cooling with ice. After stirring at room temperature for 1 hour, the mixture was poured into water and acidified with citric acid and extracted with ethyl acetate. After washing with water and a saturated sodium chloride aqueous solution, the organic layer was dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off under reduced pressure. Then, the obtained crude crystals were washed with n-hexane to obtain 2.4 g (yield: 93%) of the desired product. Melting point: 141-142° C.

Quelle