Potassium Carbonate → Methyl [(2-cyanopyridin-3-yl)oxy]acetate

HRID 2109058노트

반응식

HRID 2109058 반응식
[C:1]([C:3]1[C:8]([OH:9])=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].Br[CH2:11][C:12]([O:14][CH3:15])=[O:13].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:1]([C:3]1[C:8]([O:9][CH2:11][C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 1019203-Hydroxypyridine-2-carbonitrile

생성물 1

HCID 57633316Methyl [(2-cyanopyridin-3-yl)oxy]acetate수율 98.9%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

2-Cyano-3-hydroxypyridine (5.00 g) is dissolved in acetone (50 ml), and thereto are added methyl bromoacetate (7.0 g) and potassium carbonate (6.3 g). The mixture is heated under reflux for 1.5 hours. After allowing to cool, ice-water is poured to the reaction solution and extracted with ethyl acetate. The organic layer is washed with saturated brine, dried over sodium sulfate and evaporated to remove the solvent under reduced pressure. The resulting residue is suspended in diethyl ether/n-hexane and the solid is collected by filtration to give the title compound (7.91 g).

후처리

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 1.5 hours
  3. temperatureto cool
  4. extractionextracted with ethyl acetate
  5. washThe organic layer is washed with saturated brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customto remove the solvent under reduced pressure
  9. filtrationthe solid is collected by filtration

출처 및 근거

ORD 기록
ord-626e3a24cef343b0b01c208e09b1afa6
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07514449B2

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