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

HRID 25105노트

반응식

HRID 25105 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-3fc29179a32148e2bf8949361fba1756
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858614B2

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