Morpholino(3-nitrophenyl)methanone → 3-(Morpholine-4-carbonyl)aniline

HRID 1598604Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1598604
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[C:7]([N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)=[O:8])([O-])=O>C(O)C.O.NN.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[C:7]([N:9]1[CH2:10][CH2:11][O:12][CH2:13][CH2:14]1)=[O:8]

Komponenten

5

Edukt 1

HCID 225453Morpholino(3-nitrophenyl)methanone

Produkt 1

HCID 64850643-(Morpholine-4-carbonyl)anilineAusbeute 100,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel2×HCID 24654Hydrazine hydrate (1:1)Lösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

The compound ([13]-(132)-158) (8.63 g) prepared in Example 83 was dissolved in ethanol (400 ml), and the solution was heated to 50° C. To the suspention, a solution of 10% Pd/C (2.25 g) in ethanol and hydrazine monohydrate (4.4 ml) were added to the solution. The mixture was stirred for 30 minutes. After the reaction was completed, the catalyst was removed by filtration through celite. The solution was concentrated, and the residue was purified by silica gel column chromatography (Kieselgel 60=120 g, ethyl acetate) to obtain the above-captioned compound ([13]-(133)-158) (7.57 g) as a white solid,

Aufarbeitung

  1. customthe catalyst was removed by filtration through celite
  2. concentrationThe solution was concentrated
  3. customthe residue was purified by silica gel column chromatography (Kieselgel 60=120 g, ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-5e64239f1f174571a60cb503d3b88c47
Quelldatensatz
uspto-grants-1998_04
Patentnummer
US05739131

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