1-Bromopropane → Ethyl 2-acetylamino-2-cyanopentanoate

HRID 392661

反応式

HRID 392661 の反応式
[Na].[C:2]([NH:5][CH:6]([C:12]#[N:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:4])[CH3:3].Br[CH2:15][CH2:16][CH3:17]>C(O)C>[C:2]([NH:5][C:6]([C:12]#[N:13])([CH2:15][CH2:16][CH3:17])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:4])[CH3:3]

参加物

5

反応物 3

HCID 78401-Bromopropane2 回HCID 95422Ethyl acetamidocyanoacetateHCID 5360545Sodium

生成物 1

HCID 11593708Ethyl 2-acetylamino-2-cyanopentanoate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

反応条件

温度
0 °C

実験手順

1.35 g of sodium (58.8 mmol) are dissolved in 200 ml of ethanol and the resulting solution is cooled down to 0° C. 10 g (58.8 mmol) of ethyl acetamidocyanoacetate are added. After a clear solution has formed, a solution of 7.23 g (58.8 mmol) of bromopropane in 10 ml of ethanol is added dropwise and the reaction mixture is stirred at room temperature for 2 hours. A solution of 7.23 g (58.8 mmol) of bromopropane in 10 ml of ethanol is added once again and the reaction mixture is heated under reflux for 16 hours. The solvent is removed in vacuo and the residue is taken up in dichloromethane; the solution is washed with water and dried over magnesium sulfate. The solvent is removed in vacuo and the residue is stirred up with petroleum ether. After filtering off with suction, 7.5 g (60%) of ethyl 2-acetylamino-2-cyanopentanoate are obtained.

後処理

  1. customAfter a clear solution has formed
  2. temperaturethe reaction mixture is heated
  3. temperatureunder reflux for 16 hours
  4. customThe solvent is removed in vacuo
  5. washthe solution is washed with water
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent is removed in vacuo
  8. stirringthe residue is stirred up with petroleum ether
  9. filtrationAfter filtering off with suction, 7.5 g (60%) of ethyl 2-acetylamino-2-cyanopentanoate
  10. customare obtained

出典と根拠

ORDレコード
ord-1ccc1a8d732748e58c16ad9bbbaa3e25
出典データセット
uspto-grants-2004_10
特許番号
US06803365B2

関連ノート

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