Potassium Hydroxide → HCID 21717332、化合物

HRID 1386094ノート

反応式

HRID 1386094 の反応式
[OH-].[K+].[OH:3][C:4]1[C:5]([N+:11]([O-:13])=[O:12])=[N:6][CH:7]=[C:8]([CH3:10])[CH:9]=1.[K].[CH3:15][C:16]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:17]=1[CH2:18]Cl>C(O)C>[CH3:15][C:16]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:17]=1[CH2:18][O:3][C:4]1[C:5]([N+:11]([O-:13])=[O:12])=[N:6][CH:7]=[C:8]([CH3:10])[CH:9]=1

参加物

6

反応物 4

HCID 14797Potassium Hydroxide2 回HCID 2211542,6-Dimethylbenzyl Chloride2 回HCID 5462222PotassiumHCID 217660195-Methyl-2-nitropyridin-3-ol

生成物 1

HCID 21717332HCID 21717332、化合物収率 81.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

To 0.52 g (8.02 mmol) of 87% KOH and 0.15 g q-iodide in 6 ml 95% ethanol was added a solution of 3-hydroxy-5-methyl-2-nitropyridine (1.2 g, 7.79 mmol) in 25 ml of ethanol. To the resulting suspension of the potassium salt was added dropwise a solution of 2,6-dimethyl benzylchloride (1.24 g, 8.02 mmol) in 13 ml of ethanol. The reaction mixture was refluxed for 1 h. More 87% KOH (0.16 g) and 2,6-dimethylbenzylchloride (0.38 g) were added. The reaction mixture was refluxed for additional 70 min. The mixture was filtered and the inorganic salts were washed with ethanol and methylene chloride. The organic layer was evaporated in vacuo. The residue was dissolved in methylene chloride, washed with aqueous NaHCO3, dried and evaporated in vacuo. The residue was suspended in ether/isopropanol and filtered to give 1.72 g (81%) of the title compound.

後処理

  1. temperatureThe reaction mixture was refluxed for 1 h
  2. temperatureThe reaction mixture was refluxed for additional 70 min
  3. filtrationThe mixture was filtered
  4. washthe inorganic salts were washed with ethanol and methylene chloride
  5. customThe organic layer was evaporated in vacuo
  6. dissolutionThe residue was dissolved in methylene chloride
  7. washwashed with aqueous NaHCO3
  8. customdried
  9. customevaporated in vacuo
  10. filtrationfiltered

出典と根拠

ORDレコード
ord-75f2cc39dc7a474190888369be86b8ef
出典データセット
uspto-grants-2001_07
特許番号
US06265415B1

反応ノート

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