Potassium Permanganate → 4,6-Dimethylpicolinic acid

HRID 39638노트

반응식

HRID 39638 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH2:9][OH:10])[CH:3]=1.[Mn]([O-])(=O)(=O)=[O:12].[K+]>O>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]([OH:12])=[O:10])[CH:3]=1

참가 물질

4

반응물 2

HCID 516875Potassium PermanganateHCID 4296719(4,6-Dimethylpyridin-2-yl)methanol

생성물 1

HCID 6932954,6-Dimethylpicolinic acid수율 122.3%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
2.5 °C

실험 절차

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.

후처리

  1. temperaturewhile maintaining the temperature at 5-10° C
  2. customThis resulted in the formation of a black solid
  3. stirringThe mixture was stirred at 5-10° C. for an additional 30 min
  4. stirringto stir at room temperature for 30 min
  5. filtrationThe mixture was filtered
  6. washthe manganese dioxide washed with methanol
  7. customthe solvent was removed
  8. dissolutionThe resulting tan solid was redissolved in water
  9. washwashed with chloroform
  10. customThe water layer was separated
  11. customthe water removed

출처 및 근거

ORD 기록
ord-3ec0b216edb54e37b55c8ae0b4fd0734
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524948B2

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