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

HRID 1164889ノート

反応式

HRID 1164889 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-93b851fb61e84b19a037f8957f486a97
出典データセット
uspto-grants-1990_03
特許番号
US04906621

反応ノート

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