Sodium hydride → N-(2-Pyridinylmethyl)-N-[[4-(tetradecyloxy)phenyl]methyl]acetamide

HRID 247978

Reaktionsgleichung

Reaktionsgleichung von HRID 247978
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]=[CH:26][C:25]=1[CH2:30][NH:31][C:32](=[O:34])[CH3:33].[H-].[Na+]>O1CCCC1>[N:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[CH2:30][N:31]([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)[C:32](=[O:34])[CH3:33]

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 5084090N-(pyridin-2-ylmethyl)acetamideHCID 100228401-(Bromomethyl)-4-(tetradecyloxy)benzene

Produkt 1

HCID 10004023N-(2-Pyridinylmethyl)-N-[[4-(tetradecyloxy)phenyl]methyl]acetamideAusbeute 84,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The title compound is prepared by the procedure of Example 27 using 9.4 g of product from Example 20, 3.87 g of product from Example 12, 1.24 g of 50% sodium hydride and 130 ml of dry tetrahydrofuran. The reaction is stirred at room temperature for 31/2 hours. The residue is purified by column chromatography (silica gel:60-100% ethyl acetate/hexane) to give 9.42 g of the desired product as colorless crystals.

Aufarbeitung

  1. customThe residue is purified by column chromatography (silica gel:60-100% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-9a2a69b806da41a5ae8b6e2eec9ff139
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208247

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