Sodium hydride → N-(3-Pyridinylmethyl)-N-[[4-(tetradecyloxy)phenyl]methyl]acetamide

HRID 1728852

反応式

HRID 1728852 の反応式
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:5][CH:4]=1.[N:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30][NH:31][C:32](=[O:34])[CH3:33])[CH:25]=1.[H-].[Na+]>O1CCCC1>[N:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30][N:31]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:5][CH:4]=2)[C:32](=[O:34])[CH3:33])[CH:25]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 27352253-(Acetamidomethyl)pyridineHCID 100228401-(Bromomethyl)-4-(tetradecyloxy)benzene

生成物 1

HCID 10026896N-(3-Pyridinylmethyl)-N-[[4-(tetradecyloxy)phenyl]methyl]acetamide収率 41.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The title compound is prepared by the procedure of Example 27 using 1.1 g of product from Example 20, 0.431 g of product from Example 14, 0.145 g of washed 50% sodium hydride and 12 ml of tetrahydrofuran. The reaction is stirred at room temperature for 21 hours followed by heating at reflux temperature for 51/2 hours. The residue is purified by column chromatography (silica gel: 5% methyl alcohol/ethyl acetate) to give 0.535 g of the desired product. The spectral data indicates the presence of 2 rotomers.

後処理

  1. temperatureby heating
  2. temperatureat reflux temperature for 51/2 hours
  3. customThe residue is purified by column chromatography (silica gel: 5% methyl alcohol/ethyl acetate)

出典と根拠

ORDレコード
ord-a86d84308163471b9c021a1751b49d35
出典データセット
uspto-grants-1994_07
特許番号
US05328921

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