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

HRID 2109058ノート

反応式

HRID 2109058 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-626e3a24cef343b0b01c208e09b1afa6
出典データセット
uspto-grants-2009_04
特許番号
US07514449B2

反応ノート

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