4-(4-Nitrophenyl)-morpholin-3-ON → 4-(4-Aminophenyl)morpholin-3-one

HRID 68467

Reaktionsgleichung

Reaktionsgleichung von HRID 68467
[N:1]1([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][C:2]1=[O:7].[H][H]>O1CCCC1.[Pd]>[N:1]1([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][C:2]1=[O:7]

Komponenten

5

Edukt 2

HCID 114473754-(4-Nitrophenyl)-morpholin-3-ONHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 111948544-(4-Aminophenyl)morpholin-3-oneAusbeute 37,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In an autoclave, 63 g (0.275 mol) of 4-(4-morpholin-3-onyl)nitrobenzene are dissolved in 200 ml of tetrahydrofuran, admixed with 3.1 g of Pd/C (5% ig) and hydrogenated at 70° C. and a hydrogen pressure of 50 bar for 8 h. The catalyst is filtered off, the solvent is then distilled off under reduced pressure and the product is purified by crystallization from ethyl acetate. 20 g of product are obtained as a colourless to bluish solid, in a yield of 37.6% of theory.

Aufarbeitung

  1. filtrationThe catalyst is filtered off
  2. distillationthe solvent is then distilled off under reduced pressure
  3. customthe product is purified by crystallization from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-5424d5fc9d7d43dda5c78c8b21573aaf
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822458B2

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