Ethanol → Diethyl isopropylmalonate

HRID 441843

반응식

HRID 441843 반응식
C([C:3]([CH2:10][CH3:11])([C:7]([O-:9])=[O:8])[C:4]([O-:6])=[O:5])C.[O-][CH2:13][CH3:14].[Na+].Br[CH:17](C)[CH3:18].[CH2:20](O)C>>[CH:10]([CH:3]([C:7]([O:9][CH2:13][CH3:14])=[O:8])[C:4]([O:6][CH2:17][CH3:18])=[O:5])([CH3:11])[CH3:20]

참가 물질

5

반응물 4

HCID 702EthanolHCID 63582-BromopropaneHCID 2723922Sodium ethoxideHCID 69515632,2-Diethylpropanedioate

생성물 1

HCID 12966Diethyl isopropylmalonate

실험 절차

Diethylmalonate (80.0g) in ethyl alcohol (50 ml) was added to a solution of sodium ethoxide (prepared from sodium metal (13.0g) and absolute alcohol (400 ml)) over 15 minutes whilst gently refluxing the mixture. After stirring under reflux for 1 hour a solution of 2-bromopropane (74.5g) in alcohol (50 ml) was added over 1 hour and the mixture stirred under reflux overnight. The reaction mixture was cooled in ice and inorganic material removed by filtration and the filtrate concentrated. Water was added to the concentrate which was extracted with ether, the ethereal extracts washed with 2N sodium hydroxide solution (X2) and dried over magnesium sulphate. Removal of solvent gave an almost colourless liquid which was further purified by distillation to give diethyl isopropylmalonate b.p. 62°-65° C./0.7 mm Hg.

후처리

  1. temperaturegently refluxing the mixture
  2. additionwas added over 1 hour
  3. stirringthe mixture stirred
  4. temperatureunder reflux overnight
  5. temperatureThe reaction mixture was cooled in ice
  6. custominorganic material removed by filtration
  7. concentrationthe filtrate concentrated
  8. additionWater was added to the
  9. concentrationconcentrate which
  10. extractionwas extracted with ether
  11. washthe ethereal extracts washed with 2N sodium hydroxide solution (X2)
  12. dry with materialdried over magnesium sulphate
  13. customRemoval of solvent
  14. customgave an almost colourless liquid which
  15. distillationwas further purified by distillation

출처 및 근거

ORD 기록
ord-a2cdb56c007d4a17b118f9ec15bf8caa
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04042710

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