Ethyl Acetate → 2-(4-Chlorophenylamino)-1-cyclopentanemethanol

HRID 359103ノート

反応式

HRID 359103 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][CH:15]2[CH2:19][CH2:18][CH2:17][CH:16]2[C:20](OCC)=[O:21])=[CH:10][CH:9]=1.C(OCC)(=O)C.[OH-].[Na+]>C1COCC1>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([NH:14][CH:15]2[CH2:19][CH2:18][CH2:17][CH:16]2[CH2:20][OH:21])=[CH:12][CH:13]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 15086642HCID 15086642、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 150866432-(4-Chlorophenylamino)-1-cyclopentanemethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Lithium aluminum hydride (1.60 g) was suspended in THF (70 ml) under ice cooling and thereto a solution of ethyl 2-(4-chlorophenylamino)-1-cyclopentanecarboxylate in THF (about 16 ml) was added gradually, and the mixture was stirred at room temperature for 14 hours. Ethyl acetate and a small amount of 1N aqueous sodium hydroxide solution were added to the reaction mixture to decompose the excess reducing agent. The mixture was filtered and concentrated under reduced pressure to give the oily desired product (3.24 g).

後処理

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-832612e110bc4d3bbdc70a649c98c860
出典データセット
uspto-grants-1991_03
特許番号
US04999378

反応ノート

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