Sodium Hydroxide → 2-[1-(3-Methoxybenzyl)piperidin-4-yl]ethylamine

HRID 54551Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 54551
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][NH2:16])[CH2:10][CH2:9]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>O1CCCC1.O.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[CH2:6][N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][NH2:16])[CH2:10][CH2:9]1

Komponenten

8

Edukt 4

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 199591472-[1-(3-Methoxybenzoyl)piperidin-4-yl]ethylamineHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 199591902-[1-(3-Methoxybenzyl)piperidin-4-yl]ethylamineAusbeute 42,3 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 2-[1-(3-methoxybenzoyl)piperidin-4-yl]ethylamine (4.5 g) in tetrahydrofuran (40 ml) was added dropwise to a suspension of lithium aluminum hydride (1.63 g) in tetrahydrofuran (50 ml) under refluxing. After 30 minutes, the mixture was cooled to 0° C., and ethyl acetate (5 ml), water (2 ml), 4N sodium hydroxide (4 ml), water (2 ml) and magnesium sulfate were added thereto successively. The resulting precipitates were removed out by filtration and the filtrate was evaporated in vacuo. The residue was chromagographed on alumina eluting with 2% methanol in chloroform to give 2-[1-(3-methoxybenzyl)piperidin-4-yl]ethylamine (1.8 g) as an oil.

Aufarbeitung

  1. temperatureunder refluxing
  2. customThe resulting precipitates
  3. customwere removed out by filtration
  4. customthe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3fab7586478c4e548ab79ab1c26365a4
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05622976

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