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

HRID 1789893
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HRID 1789893 반응식
[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]
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참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-f8a9d8a25cad409b9d662986ef9f9bf4
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07071175B1

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