Reaktion #595668

Reaktionsgleichung

potassium carbonate

3-bromo-2-chloro-4-methyl-5-nitro-pyridine

4-chloro-3-trifluoromethyl-phenol

water

→

3-Bromo-2-(4-chloro-3-trifluoromethyl-phenoxy)-4-methyl-5-nitro-pyridine

Lösungsmittel

methyl-ethyl-ketone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONare added
2. 2
   Sonstigeto reach an ambient temperature
3. 3
   ExtraktionThe mixture is extracted with ethyl actetate (3×50 ml)
4. 4
   WaschenThe combined organic phases are washed with brine
5. 5
   Trocknendried over sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Sonstigethe solvent removed in vacuo
8. 8
   SonstigeAfter purification of the raw product on silica gel with cyclohexane/ethyl actetae 19:1 (v:v) 7.36 g of the title compound
9. 9
   Sonstigeare obtained as a light yellow gum

Vorschrift

In a 250 ml three-necked round-bottomed flask, 4.00 g 4-chloro-3-trifluoromethyl-phenol is dissolved in 80 ml of dry methyl-ethyl-ketone. 3.85 g potassium carbonate followed by 4.70 g of 3-bromo-2-chloro-4-methyl-5-nitro-pyridine are added. The resulting brown suspension is heated to 80° C. under stirring for 3 hours. Afterwards, the green suspension is allowed to reach an ambient temperature and it then poured into water. The mixture is extracted with ethyl actetate (3×50 ml). The combined organic phases are washed with brine, dried over sodium sulfate, filtered and the solvent removed in vacuo. After purification of the raw product on silica gel with cyclohexane/ethyl actetae 19:1 (v:v) 7.36 g of the title compound are obtained as a light yellow gum that solidifies upon standing (MP: 73-74° C.).

Quelle