2-Methoxyethanol → 3-Bromo-5-(2-methoxyethoxy)pyridine

HRID 1175120ノート

反応式

HRID 1175120 の反応式
[CH3:1][O:2][CH2:3][CH2:4][OH:5].[H-].[Na+].Br[C:9]1[CH:10]=[N:11][CH:12]=[C:13]([Br:15])[CH:14]=1>CN(C=O)C>[Br:15][C:13]1[CH:14]=[C:9]([O:5][CH2:4][CH2:3][O:2][CH3:1])[CH:10]=[N:11][CH:12]=1

参加物

5

反応物 3

HCID 80192-MethoxyethanolHCID 24758Sodium hydrideHCID 693693,5-Dibromopyridine

生成物 1

HCID 107759113-Bromo-5-(2-methoxyethoxy)pyridine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

2-Methoxyethanol (2.7 ml; 33.8 mmol) is added dropwise to a suspension of NaH (55% suspension; 1.62 g; 37.14 mmol) in DMF (60 ml). After stirring for 30 minutes, 3,5-dibromopyridine (4.0 g; 16.88 mmol) is introduced and the mixture heated to 50° C. for 1 hour. The reaction mixture is poured on water and extracted with ethyl acetate three times, the organic phases are combined, dried over Na2SO4 and evaporated to dryness. Chromatography (SiO2; Hexanes/acetone 85:15) yields the title compound as yellow solid.

後処理

  1. additionThe reaction mixture is poured on water
  2. extractionextracted with ethyl acetate three times
  3. dry with materialdried over Na2SO4
  4. customevaporated to dryness

出典と根拠

ORDレコード
ord-f9ef88e62ba743778f32c27007a1e0f8
出典データセット
uspto-grants-2010_11
特許番号
US07838674B2

反応ノート

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