4-(3,4-Dimethoxyphenyl)butyl azide → 4-(3,4-Dimethoxyphenyl)butan-1-amine

HRID 25105ノート

反応式

HRID 25105 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][CH2:14][N:15]=[N+]=[N-])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[H-].[H-].[H-].[H-].[Li+].[Al+3]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][CH2:13][CH2:14][NH2:15])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

参加物

3

反応物 2

HCID 115867114-(3,4-Dimethoxyphenyl)butyl azideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 116941674-(3,4-Dimethoxyphenyl)butan-1-amine収率 42%

実験手順

Amine 26 was prepared as described in procedure A from azide 25 (11.0 g, 49 mol) and LAH (26 mL of 1 M solution in THF). Crude 26 was purified by flash chromatography (silica gel, 93:7:1 chloroform/ethanol/concentrated ammonium hydroxide) to give pure 26 (4.8 g, 42%) as a clear oil. 1H NMR (300 MHz, CDCl3) δ1.42(m, 2H), 1.60 (m, 2H), 2.55 (m, 2H), 2.74 (m, 2H), 3.82 (s, 6H), 3.84 (s, 3H), 6.70 (m, 2H), 6.78 (m, 1H).

後処理

  1. customAmine 26 was prepared
  2. customCrude 26 was purified by flash chromatography (silica gel, 93:7:1 chloroform/ethanol/concentrated ammonium hydroxide)

出典と根拠

ORDレコード
ord-3fc29179a32148e2bf8949361fba1756
出典データセット
uspto-grants-2005_02
特許番号
US06858614B2

反応ノート

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