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

HRID 1728855노트

반응식

HRID 1728855 반응식
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][C:27]([CH2:30][NH:31][C:32](=[O:34])[CH3:33])=[CH:26][CH:25]=1.[H-].[Na+]>O1CCCC1>[N:24]1[CH:29]=[CH:28][C:27]([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:26][CH:25]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 289830N-(4-Pyridinylmethyl)acetamideHCID 100228401-(Bromomethyl)-4-(tetradecyloxy)benzene

생성물 1

HCID 10095404N-(4-Pyridinylmethyl)-N-[[4-(tetradecyloxy)phenyl]methyl]acetamide수율 28.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The title compound is prepared by the procedure of Example 27 using 2.55 g of product from Example 20, 0.999 g of product from Example 15, 0.319 g of washed 50% sodium hydride and 30 ml of tetrahydrofuran. The reaction is stirred at room temperature for hours, heated at reflux temperature for 24 hours; followed by stirring at room temperature for an additional 48 hours. The residue is purified by column chromatography (silica gel: 5% methyl alcohol/ethyl acetate) to give 0.862 g of the desired product. The spectral data indicates the presence of 2 rotomers.

후처리

  1. temperatureheated
  2. temperatureat reflux temperature for 24 hours
  3. stirringby stirring at room temperature for an additional 48 hours
  4. customThe residue is purified by column chromatography (silica gel: 5% methyl alcohol/ethyl acetate)

출처 및 근거

ORD 기록
ord-c9dc48c36a3047fb8c0dbd7d874caedb
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05328921

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