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

HRID 339981ノート

反応式

HRID 339981 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 457897795-Bromo-3-methylpyridine-2-carboxylic acid収率 98%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-42d5aabd18344f79b54970cdd1038d4b
出典データセット
uspto-grants-2014_11
特許番号
US08895571B2

反応ノート

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