Water → 4-Amino-1-(phenylmethyl)-3-pyrrolidinemethanol

HRID 1440110ノート

反応式

HRID 1440110 の反応式
[CH2:1]([N:8]1[CH2:12][C:11](=[N:13]O)[CH:10]([C:15](OCC)=[O:16])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].COCCO[Al+]OCCOC.[Na+].[H-].O>C1(C)C=CC=CC=1>[NH2:13][CH:11]1[CH:10]([CH2:15][OH:16])[CH2:9][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:12]1

参加物

5

反応物 3

HCID 962WaterHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydrideHCID 86745294HCID 86745294、化合物

生成物 1

HCID 150238514-Amino-1-(phenylmethyl)-3-pyrrolidinemethanol収率 52.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A solution of 5.24 g (0.02 mole) of 1-benzyl-3-ethoxycarbonyl-4-hydroxyiminopyrrolidine [prepared as described in step (a) above] in 10 ml of toluene was added dropwise to 28 ml of a 3.4M solution of sodium bis(2-methoxyethoxy)aluminum hydride in toluene over a period of 1 hour. The mixture was stirred at room temperature for 1.5 hours and was then heated under reflux for 2 hours. At the end of this time, the reaction mixture was allowed to cool to room temperature, after which ice and water were added to it to form a precipitate, which was removed by filtration. The filtrate was concentrated by evaporation under reduced pressure, and the residue was purified by column chromatography through silica gel using methanol as the eluent, to afford 2.16 g of 3-amino-1-benzyl-4-hydroxymethylpyrrolidine as a brown oil.

後処理

  1. temperaturewas then heated
  2. temperatureunder reflux for 2 hours
  3. temperatureto cool to room temperature
  4. customto form a precipitate, which
  5. customwas removed by filtration
  6. concentrationThe filtrate was concentrated by evaporation under reduced pressure
  7. customthe residue was purified by column chromatography through silica gel

出典と根拠

ORDレコード
ord-f068676bc58140c3b5a8a2811ab70e35
出典データセット
uspto-grants-1996_03
特許番号
US05496951

反応ノート

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