Water → cis 1-Ethoxycarbonyl-2-ethoxycarbonylpyrrolidine-3-ethanol

HRID 345355노트

반응식

HRID 345355 반응식
[CH2:1]([O:3][C:4]([N:6]1[CH2:10][CH2:9][CH:8]([CH2:11][C:12](O)=[O:13])[CH:7]1[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:5])[CH3:2].B.O1CCCC1.O>O1CCCC1>[CH2:1]([O:3][C:4]([N:6]1[CH2:10][CH2:9][C@H:8]([CH2:11][CH2:12][OH:13])[C@@H:7]1[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 2723981Borane;tetrahydrofuranHCID 197578301-Ethoxycarbonyl-2-ethoxycarbonyl-pyrrolidine-3-acetic acid

생성물 1

HCID 86743786cis 1-Ethoxycarbonyl-2-ethoxycarbonylpyrrolidine-3-ethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 10 g of 1-ethoxycarbonyl-2-ethoxycarbonyl-pyrrolidine-3-acetic acid in 50 ml tetrahydrofuran is cooled to 0° and 55 ml of borane/tetrahydrofuran (1 M) is added dropwise. After stirring 2 hours at 0°, 20 ml of water is added, the mixture is extracted with ethyl acetate, washed twice with water and dried over sodium sulfate. The solution is filtered, concentrated and purified by flash chromatography using ethyl acetate/hexane (1:1 to 7:3) to yield cis 1-ethoxycarbonyl-2-ethoxycarbonylpyrrolidine-3-ethanol.

후처리

  1. extractionthe mixture is extracted with ethyl acetate
  2. washwashed twice with water
  3. dry with materialdried over sodium sulfate
  4. filtrationThe solution is filtered
  5. concentrationconcentrated
  6. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-e1bc19f8619a4d2db4caeaf134b1ad8e
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05057506

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