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

HRID 1175120노트

반응식

HRID 1175120 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f9ef88e62ba743778f32c27007a1e0f8
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07838674B2

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