2-Aminopropanol → 1-Methyl-2-(4-pyridyloxy)ethylamine

HRID 1900168

Reaktionsgleichung

Reaktionsgleichung von HRID 1900168
[NH2:1][CH:2]([CH3:5])[CH2:3][OH:4].[H-].[Na+].Cl.Cl[C:10]1[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=1>CN(C)C=O>[CH3:5][CH:2]([NH2:1])[CH2:3][O:4][C:10]1[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 51262-AminopropanolHCID 24758Sodium hydrideHCID 818524-Chloropyridine hydrochloride

Produkt 1

HCID 544990201-Methyl-2-(4-pyridyloxy)ethylamineAusbeute 30,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

6.2 g of 2-amino-1-propanol was added dropwise to a stirred mixture of 4.0 g of 60% sodium hydride and 50 mL of N,N-dimethylformamide at 5° C.-10° C. After the reaction mixture was stirred for 30 minutes, 12.5 g of 4-chloropyridine hydrochloride in limited amounts was added to the reaction mixture. The mixture was stirred for 20 hours at room temperature. After completion of the reaction, the solids were filtered off. The solvent in the filtrate was removed under reduced pressure. The residue was purified by column chromatography on silica gel to obtain 3.8 g of the desired product (yield: 30%). Refractive index: 1.5469.

Aufarbeitung

  1. stirringThe mixture was stirred for 20 hours at room temperature
  2. customAfter completion of the reaction
  3. filtrationthe solids were filtered off
  4. customThe solvent in the filtrate was removed under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-64e63c4358cb4c6fbafa06e0eafb27bc
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05574064

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