Morpholine → (Morpholin-4-yl)(4-nitrophenyl)methanone

HRID 1795326Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1795326
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1.C(N(CC)CC)C.C(OCC)(=O)C>O1CCCC1>[N:13]1([C:8]([C:7]2[CH:11]=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[O:9])[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1

Komponenten

6

Edukt 4

HCID 8083MorpholineHCID 8471TriethylamineHCID 85024-Nitrobenzoyl chlorideHCID 8857Ethyl Acetate

Produkt 1

HCID 220838(Morpholin-4-yl)(4-nitrophenyl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

4-Nitrobenzoyl chloride (5 g, 27 mmol) in tetrahydrofuran (10 mL) was added slowly to a solution of morpholine (5 g, 88 mmol) and triethylamine (2.7 g, 27 mmol) in tetrahydrofuran (50 mL), and stirred at room temperature for four hours. Ethyl acetate (200 mL) was added to the mixture and the combined mixture was washed with water (25 mL), 1N HCl (25 mL), water (25 mL), saturated sodium bicarbonate (25 mL), water (25 mL) and brine (25 mL). The mixture was dried (Na2SO4), filtered and concentrated under vacuum and the residue used without further purification.

Aufarbeitung

  1. washthe combined mixture was washed with water (25 mL), 1N HCl (25 mL), water (25 mL), saturated sodium bicarbonate (25 mL), water (25 mL) and brine (25 mL)
  2. dry with materialThe mixture was dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum
  5. customthe residue used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-f9135cb148fd4e489f1dabb4ecabd091
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07026314B2

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