Acetic Acid → 6'-Methyl-2,3'-bipyridine-2'-carboxylic acid

HRID 61093ノート

反応式

HRID 61093 の反応式
[CH3:1][C:2]1[N:7]=C(C#N)[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1.[OH-].[Na+].[CH3:18][C:19]([OH:21])=[O:20]>CO>[CH3:1][C:2]1[N:7]=[C:18]([C:19]([OH:21])=[O:20])[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 593637166'-Methyl-2,3'-bipyridine-2'-carbonitrile

生成物 1

HCID 593637356'-Methyl-2,3'-bipyridine-2'-carboxylic acid収率 94%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

6′-Methyl-[2,3′-bipyridine]-2′-carbonitrile (0.87 g, 4.46 mmol) and NaOH (1.87 g, 46.8 mmol) were dissolved in methanol (3 mL) and stirred at reflux overnight. The reaction was cooled to rt, diluted with more methanol (5 ml), and acidified with AcOH to pH 4-5. The solvent was removed in vacuo to obtain the crude which was purified by silica gel chromatography (0˜100% DCM/EtOAc) to yield the title compound as a clear oil (0.9 g, 94%).

後処理

  1. temperatureat reflux overnight
  2. customThe solvent was removed in vacuo
  3. customto obtain the crude which
  4. customwas purified by silica gel chromatography (0˜100% DCM/EtOAc)

出典と根拠

ORDレコード
ord-7989130023d04570a080c64d4377acf5
出典データセット
uspto-grants-2016_09
特許番号
US09440982B2

反応ノート

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