Potassium Permanganate → 4,6-Dimethylpicolinic acid

HRID 512776ノート

反応式

HRID 512776 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 6932954,6-Dimethylpicolinic acid収率 122.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
2.5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f9e6ec2f0982473e8404782037747613
出典データセット
uspto-grants-2015_08
特許番号
US09102648B1

反応ノート

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