Diethyl Malonate → Diethyl allylmalonate

HRID 82246

反応式

HRID 82246 の反応式
[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]

参加物

5

反応物 3

HCID 7761Diethyl MalonateHCID 7841Allyl bromideHCID 2723922Sodium ethoxide

生成物 1

HCID 74900Diethyl allylmalonate収率 86%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-d4a4ffdcc3124934a6161152b96968f9
出典データセット
uspto-grants-2014_09
特許番号
US08846698B2

関連ノート

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