Реакция #67916

Уравнение реакции

4,6-Dimethyl-2-pyridinemethanol

potassium permanganate

→

4,6-dimethyl-2-pyridinecarboxylic acid

Выход 122.3%

Растворители

water

water

Условия реакции

Обработка

1. 1
   Температураwhile maintaining the temperature at 5-10° C
2. 2
   ДругоеThis resulted in the formation of a black solid
3. 3
   workup.STIRRINGThe mixture was stirred at 5-10° C. for an additional 30 min
4. 4
   workup.STIRRINGto stir at room temperature for 30 min
5. 5
   ФильтрацияThe mixture was filtered
6. 6
   Промывкаthe manganese dioxide washed with methanol
7. 7
   Другоеthe solvent was removed
8. 8
   workup.DISSOLUTIONThe resulting tan solid was redissolved in water
9. 9
   Промывкаwashed with chloroform
10. 10
    ДругоеThe water layer was separated
11. 11
    Другоеthe water removed

Методика

4,6-Dimethyl-2-pyridinemethanol (7.5 g, 29.2 mmol) was added to 100 mL of water and stirred at 0-5° C. A solution of 5.3 g (32.1 mmol) of potassium permanganate in 100 mL of water was added portion-wise over 30 min while maintaining the temperature at 5-10° C. This resulted in the formation of a black solid. The mixture was stirred at 5-10° C. for an additional 30 min and then allowed to stir at room temperature for 30 min. The mixture was filtered and the manganese dioxide washed with methanol. The methanol washings were combined with the water extracts and the solvent was removed. The resulting tan solid was redissolved in water and washed with chloroform. The water layer was separated and the water removed to yield 5.4 g of 4,6-dimethyl-2-pyridinecarboxylic acid. The product was characterized by HPLC/MS.

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