Diethyl Malonate → Diethyl allylmalonate

HRID 82246

반응식

HRID 82246 반응식
[CH2:1]([O:3][C:4](=[O:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[O-]CC.[Na+].Br[CH2:17][CH:18]=[CH2:19]>C(O)C>[CH2:1]([O:3][C:4](=[O:11])[CH:5]([CH2:19][CH:18]=[CH2:17])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

참가 물질

5

반응물 3

HCID 7761Diethyl MalonateHCID 7841Allyl bromideHCID 2723922Sodium ethoxide

생성물 1

HCID 74900Diethyl allylmalonate수율 86%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Malonic acid diethyl ester (100 g, 0.625 mol) was added dropwise at 0° C. to a mixture of sodium ethoxide (46.8 g, 0.688 mol) in ethanol (1 L). The reaction mixture was stirred for 4 hours. 3-Bromo-propene (83.2 g, 0.688 moles) was added dropwise to the mixture at 0° C. After addition, the mixture was warmed to reflux and stirred overnight. The mixture was cooled to room temperature, filtered and the solvent was removed in vacuo to afford the title compound in 86% yield, 100 g which was used for the next step without further purification.

후처리

  1. additionAfter addition
  2. temperaturethe mixture was warmed
  3. temperatureto reflux
  4. stirringstirred overnight
  5. filtrationfiltered
  6. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-d4a4ffdcc3124934a6161152b96968f9
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846698B2

연결된 노트

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