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N-(4-methoxybenzyl)-N,N-bis[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)methyl]amine → N,N-bis[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)methyl]amine

HRID 68623
ノート
印刷プレビュー

反応式

HRID 68623 の反応式
COC1C=CC(C[N:8]([CH2:23][C:24]2[N:25]([CH2:29][O:30][CH2:31][CH2:32][Si:33]([CH3:36])([CH3:35])[CH3:34])[CH:26]=[CH:27][N:28]=2)[CH2:9][C:10]2[N:11]([CH2:15][O:16][CH2:17][CH2:18][Si:19]([CH3:22])([CH3:21])[CH3:20])[CH:12]=[CH:13][N:14]=2)=CC=1>C(O)C.[C+4].[OH-].[Pd+2].[OH-].[OH-].[OH-].[OH-].[OH-]>[CH3:20][Si:19]([CH3:22])([CH3:21])[CH2:18][CH2:17][O:16][CH2:15][N:11]1[CH:12]=[CH:13][N:14]=[C:10]1[CH2:9][NH:8][CH2:23][C:24]1[N:25]([CH2:29][O:30][CH2:31][CH2:32][Si:33]([CH3:36])([CH3:35])[CH3:34])[CH:26]=[CH:27][N:28]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 67163648N-(4-methoxybenzyl)-N,N-bis[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)methyl]amine

生成物 1

HCID 67162798N,N-bis[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)methyl]amine収率 89.5%

試薬・触媒・溶媒 2

HCID 178420936HCID 178420936、化合物触媒HCID 702Ethanol溶媒

反応条件

温度
65 °C

実験手順

To a solution of the compound 1 (665 mg) in ethanol (5 mL), 20% palladium hydroxide carbon (500 mg) was added under an argon atmosphere. The reaction mixture was stirred under a hydrogen gas atmosphere at 65° C. for 3 hours. The reaction mixture was filtered through Celite (trade name) and then concentrated. The obtained residue was purified by silica gel column chromatography (dichloromethane:methanol:28% ammonia water=10:1:0→80:10:1) to obtain the title compound (467 mg) having the following physical properties.

後処理

  1. filtrationThe reaction mixture was filtered through Celite (trade name)
  2. concentrationconcentrated
  3. customThe obtained residue was purified by silica gel column chromatography (dichloromethane:methanol:28% ammonia water=10:1:0→80:10:1)

出典と根拠

ORDレコード
ord-07c16e1a070943b18d4dcd57d8ea5ee1
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08822459B2

反応ノート

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