Water → 4-[2-(4-Nitrophenoxy)ethyl]morpholine

HRID 639376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 639376
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[OH:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.[H-].[Na+].O>CN(C=O)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([O:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

6

Edukt 4

HCID 962WaterHCID 74741-Chloro-4-nitrobenzeneHCID 24758Sodium hydrideHCID 611632-Morpholinoethanol

Produkt 1

HCID 8008814-[2-(4-Nitrophenoxy)ethyl]morpholine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To the solution of 8.0 g (51 mMol) of 1-chloro-4-nitrobenzene and 6.7 g (6.3 mL; 51 mMol) of N-hydroxyethyl-morpholine in 50 mL of DMF at 0° C. is added 2.7 g of NaH portionwise over 2.5 h. After stirring another hour at rt, the reaction mixture is poured onto 200 mL of water and stirred. The precipitated crystals are filtered and dried at 60° C. under vacuum to obtain 4-[2-(4-nitro-phenoxy)-ethyl]-morpholine. Title compound: ES-MS: 253 [M+H]+; single peak at tR=4.8 min (System 2).

Aufarbeitung

  1. stirringstirred
  2. filtrationThe precipitated crystals are filtered
  3. customdried at 60° C. under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-334742f2a85d46108125ccf18288be3a
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691855B2

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