Morpholine → 4-(4-Morpholinobenzoyl)-nitrobenzene

HRID 723553Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 723553
F[C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.O>[O:22]1[CH2:23][CH2:24][N:19]([C:2]2[CH:18]=[CH:17][C:5]([C:6]([C:8]3[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=3)=[O:7])=[CH:4][CH:3]=2)[CH2:20][CH2:21]1

Komponenten

6

Edukt 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 97658Methanone, (4-fluorophenyl)(4-nitrophenyl)-

Produkt 1

HCID 218770174-(4-Morpholinobenzoyl)-nitrobenzeneAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture containing 4-(4-fluorobenzoyl)-nitrobenzene (1.96 g, 8 mmol), morpholine (0.84 g, 9.6 mmol), and potassium carbonate (1.33 g, 9.6 mmol) in dimethyl sulfoxide (15 mL) was heated to 100–110° C. for 12 hours. The reaction mixture was cooled to room temperature and diluted with cold water, and filtered. The crude product was washed several times with water and dried to give 4-(4-morpholinobenzoyl)-nitrobenzene (2.28 g, 91%), m.p. 173–175° C., and was used in the next step without further purification.

Aufarbeitung

  1. temperaturewas heated to 100–110° C. for 12 hours
  2. filtrationfiltered
  3. washThe crude product was washed several times with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-23c925d9a77d4e7fb9023bfc35b98124
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07141584B2

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