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

HRID 61093노트

반응식

HRID 61093 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-7989130023d04570a080c64d4377acf5
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440982B2

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