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

HRID 1164889노트

반응식

HRID 1164889 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 (1M) 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-93b851fb61e84b19a037f8957f486a97
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04906621

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