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

HRID 1788638
ノート
印刷プレビュー

反応式

HRID 1788638 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 7748Ethyl bromoacetateHCID 16552Diethyl propylmalonateHCID 24758Sodium hydride

生成物 1

HCID 20075591Diethyl 2-prop-1-yl-2-ethoxycarbonylsuccinate収率 97.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dc9ee49832794fa68de60f9cd2a0a860
出典データセット
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04684396

反応ノート

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