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Potassium Hydroxide → 2-(1-Tert-butoxycarbonyl-pyrrolidin-3-ylmethyl)-malonic acid monoethyl ester

HRID 1789893
ノート
印刷プレビュー

反応式

HRID 1789893 の反応式
[OH-].[K+].[CH2:3]([O:5][C:6](=[O:26])[CH:7]([CH2:13][CH:14]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15]1)[C:8]([O:10]CC)=[O:9])[CH3:4]>C(O)C>[CH2:3]([O:5][C:6](=[O:26])[CH:7]([CH2:13][CH:14]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15]1)[C:8]([OH:10])=[O:9])[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 540037602-(1-tert-Butoxycarbonyl-pyrrolidin-3-ylmethyl)-malonic acid diethyl ester

生成物 1

HCID 536676182-(1-Tert-butoxycarbonyl-pyrrolidin-3-ylmethyl)-malonic acid monoethyl ester収率 81.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of KOH (0.26 g; 4.6 mmol) in ethanol (7 mL) was added to a solution of 2-(1-tert-butoxycarbonyl-pyrrolidin-3-ylmethyl)-malonic acid diethyl ester (1.52 g; 4.4 mmol) in ethanol (7 mL) at 0° C. The reaction mixture was stirred at room temperature overnight, concentrated under reduced pressure and the residue was dissolved in water (500 mL). The aqueous layer was washed with diethyl ether, acidified to pH. 3 by 0.5 M HCl, and extracted with diethyl ether. The organic phase was dried and concentrated under reduced pressure to yield 2-(1-tert-butoxycarbonyl-pyrrolidin-3-ylmethyl)-malonic acid monoethyl ester (1.13 g, 81%).

後処理

  1. concentrationconcentrated under reduced pressure
  2. dissolutionthe residue was dissolved in water (500 mL)
  3. washThe aqueous layer was washed with diethyl ether
  4. extraction3 by 0.5 M HCl, and extracted with diethyl ether
  5. customThe organic phase was dried
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-f8a9d8a25cad409b9d662986ef9f9bf4
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07071175B1

反応ノート

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