Ethyl bromoacetate → ethyl 2-(4-cyano-1H-imidazol-1-yl)acetate

HRID 876673ノート

反応式

HRID 876673 の反応式
[NH:1]1[CH:5]=[C:4]([C:6]#[N:7])[N:3]=[CH:2]1.CC[O-].[Na+].Br[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(O)C>[CH2:17]([O:16][C:14](=[O:15])[CH2:13][N:1]1[CH:5]=[C:4]([C:6]#[N:7])[N:3]=[CH:2]1)[CH3:18]

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 2723922Sodium ethoxideHCID 178510437HCID 178510437、化合物

生成物 1

HCID 68753735ethyl 2-(4-cyano-1H-imidazol-1-yl)acetate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3.3 g (35.3 mmol) 1H-imidazole-4-carbonitrile [Matthews et al., J. Org. Chem. 1986, 51, 3228-3231] are initially introduced into 13.2 ml (11.5 g, 35.3 mmol) 21% strength sodium ethylate solution in ethanol and 4.3 ml (6.5 g, 38.9 mmol) ethyl bromoacetate are added. The reaction mixture is stirred at RT for 16 h. For working up, the solid which has precipitated out is filtered off, the residue on the filter is washed with ethanol and the filtrate is concentrated in vacuo. Diisopropyl ether is added to the residue, the mixture is filtered again, the filtrate is concentrated again on a rotary evaporator and the residue is dried in vacuo.

後処理

  1. additionare added
  2. customthe solid which has precipitated out
  3. filtrationis filtered off
  4. washthe residue on the filter is washed with ethanol
  5. concentrationthe filtrate is concentrated in vacuo
  6. additionDiisopropyl ether is added to the residue
  7. filtrationthe mixture is filtered again
  8. concentrationthe filtrate is concentrated again on a rotary evaporator
  9. customthe residue is dried in vacuo

出典と根拠

ORDレコード
ord-36ba3b0d5cf74d1a9e90194334b5512f
出典データセット
uspto-grants-2015_03
特許番号
US08987261B2

反応ノート

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