Methanol → 2-(6-Bromopyridin-2-yl)-2-methylpropanoic acid

HRID 385914ノート

反応式

HRID 385914 の反応式
[Br:1][C:2]1[N:7]=[C:6]([C:8]([CH3:12])([CH3:11])[C:9]#N)[CH:5]=[CH:4][CH:3]=1.[OH-:13].[Na+].C[OH:16]>C(OCC)(=O)C.O>[Br:1][C:2]1[N:7]=[C:6]([C:8]([CH3:12])([CH3:11])[C:9]([OH:16])=[O:13])[CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 579696582-(6-Bromopyridin-2-yl)-2-methylpropanenitrile

生成物 1

HCID 595262532-(6-Bromopyridin-2-yl)-2-methylpropanoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a solution of 2-(6-bromopyridin-2-yl)-2-methylpropanenitrile (Example 367, Step 1) (50 mg, 0.22 mmol) in methanol (2 mL) was added 1 N aqueous sodium hydroxide (2 mL) and the mixture was heated to 80° C. overnight. The reaction was then cooled to ambient temperature, diluted with ethyl acetate (15 mL) and water (15 mL), and the layers were separated. The aqueous layer was acidified with 2 N hydrochloric acid solution and extracted with ethyl acetate (15 mL). The organic layer was dried over sodium sulfate, filtered and concentrated to yield the title compound.

後処理

  1. temperatureThe reaction was then cooled to ambient temperature
  2. customthe layers were separated
  3. extractionextracted with ethyl acetate (15 mL)
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-be9854e9a0e040d7828219353d31c3a7
出典データセット
uspto-grants-2013_02
特許番号
US08367706B2

反応ノート

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