2-Bromoethanol → 3-(n-Butyl)-4-[2-(2-hydroxyethoxy)ethoxy]-1-phenyl-1,8-naphthyridin-2(1H)one

HRID 1248952노트

반응식

HRID 1248952 반응식
[CH2:1]([C:5]1[C:6](=[O:25])[N:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:8]2[C:13]([C:14]=1[O:15][CH2:16][CH2:17][OH:18])=[CH:12][CH:11]=[CH:10][N:9]=2)[CH2:2][CH2:3][CH3:4].[H-].[Na+].Br[CH2:29][CH2:30][OH:31]>O1CCOCC1>[CH2:1]([C:5]1[C:6](=[O:25])[N:7]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:8]2[C:13]([C:14]=1[O:15][CH2:16][CH2:17][O:18][CH2:29][CH2:30][OH:31])=[CH:12][CH:11]=[CH:10][N:9]=2)[CH2:2][CH2:3][CH3:4]

참가 물질

5

반응물 3

HCID 108982-BromoethanolHCID 24758Sodium hydrideHCID 133709283-Butyl-4-(2-hydroxyethoxy)-1-phenyl-1,8-naphthyridin-2(1H)-one

생성물 1

HCID 202016933-(n-Butyl)-4-[2-(2-hydroxyethoxy)ethoxy]-1-phenyl-1,8-naphthyridin-2(1H)one

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a mixture of 6.8 g. of 3-(n-Butyl)-4-(2-hydroxyethoxy)-1-phenyl-1,8-naphthyridin-2(1H)one and 150 ml of anhydrous dioxane is added 0.8 g. of sodium hydride (60% oil dispersion) with stirring. The reaction mixture is stirred and warmed on a steam bath for 30 minutes, followed by dropwise addition of 2.6 g. of 95% 2-bromoethanol. The reaction mixture is stirred and refluxed for 24 hours, the solvent is removed in vacuo and the residual solid is dissolved in chloroform. The chloroform solution is successively washed with water, 0.5N sodium hydroxide and water, the organic layer is dried over magnesium sulfate, filtered and concentrated to dryness to yield the product of this example.

후처리

  1. additionTo a mixture of 6.8 g
  2. temperaturewarmed on a steam bath for 30 minutes
  3. additionfollowed by dropwise addition of 2.6 g
  4. stirringThe reaction mixture is stirred
  5. temperaturerefluxed for 24 hours
  6. customthe solvent is removed in vacuo
  7. dissolutionthe residual solid is dissolved in chloroform
  8. washThe chloroform solution is successively washed with water, 0.5N sodium hydroxide and water
  9. dry with materialthe organic layer is dried over magnesium sulfate
  10. filtrationfiltered
  11. concentrationconcentrated to dryness
  12. customto yield the product of this example

출처 및 근거

ORD 기록
ord-2fcd34d2fa7141468e08f14dbfe3e43b
출처 데이터셋
uspto-grants-1986_12
특허 번호
US04628055

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