Ethanol → 5-Bromo-3-methylpyridine-2-carboxylic acid

HRID 339981노트

반응식

HRID 339981 반응식
[Br:1][C:2]1[CH:3]=[C:4](C)[C:5](C#N)=[N:6][CH:7]=1.[OH-:11].[Na+].[CH2:13]([OH:15])[CH3:14]>O>[Br:1][C:2]1[CH:3]=[C:4]([CH3:5])[C:14]([C:13]([OH:11])=[O:15])=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 207750075-Bromo-3-methylpyridine-2-carbonitrile

생성물 1

HCID 457897795-Bromo-3-methylpyridine-2-carboxylic acid수율 98%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

To a solution of 5-bromo-3-methylpyridine-2-carbonitrile (3.9 g, 20 mmol) in ethanol (30 mL) was added 6.0 M sodium hydroxide in water (15 mL), and the reaction was stirred at 80° C. for 1.5 h. The reaction mixture was concentrated, diluted with water and partitioned in EtOAc. The aqueous phase was acidified to pH 2-3. The product then was extracted with EtOAc, washed with brine, dried over sodium sulfate, filtered and concentrated to give 4.2 g (98% yield) of the desired product as a yellow solid.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with water
  3. custompartitioned in EtOAc
  4. extractionThe product then was extracted with EtOAc
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-42d5aabd18344f79b54970cdd1038d4b
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895571B2

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