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

HRID 927

Reaktionsgleichung

Reaktionsgleichung von HRID 927
[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-6d97a1bfa8604b93849d4516305a87c9
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723469

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