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Ethyl bromoacetate → Diethyl 2-prop-1-yl-2-ethoxycarbonylsuccinate

HRID 1788638
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HRID 1788638 반응식
[CH2:1]([CH:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:2][CH3:3].[H-].[Na+].Br[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]>CN(C)C=O.O>[CH2:1]([C:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:2][CH3:3]
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참가 물질

6

반응물 3

HCID 7748Ethyl bromoacetateHCID 16552Diethyl propylmalonateHCID 24758Sodium hydride

생성물 1

HCID 20075591Diethyl 2-prop-1-yl-2-ethoxycarbonylsuccinate수율 97.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Diethyl prop-1-ylmalonate (70.23 g) was added dropwise to a stirred suspension of sodium hydride (8.35 g) in dimethylformamide (400 ml) under an atmosphere of nitrogen at 10° to 15° C. Following the addition, the mixture was allowed to stir at room temperature until effervescence ceased. The resulting clear solution was cooled again and ethyl bromoacetate (58.06 g) was added. The mixture was heated at 70° C. for 2 hours then allowed to cool, diluted with water, and extracted with ether. The extracts were washed with water, dried over magnesium sulphate, and concentrated to give almost pure diethyl 2-prop-1-yl-2-ethoxycarbonylsuccinate (97.35 g, 97%) as a pale yellow liquid.

후처리

  1. additionthe addition
  2. temperatureThe resulting clear solution was cooled again
  3. temperatureThe mixture was heated at 70° C. for 2 hours
  4. temperatureto cool
  5. extractionextracted with ether
  6. washThe extracts were washed with water
  7. dry with materialdried over magnesium sulphate
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dc9ee49832794fa68de60f9cd2a0a860
출처 데이터셋
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04684396

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