Sodium hydride → HCID 9282035, Verbindung

HRID 373075Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 373075
[NH2:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][C:3]=1[N+:16]([O-:18])=[O:17].[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Cl)=[CH:23][CH:22]=1.[H-].[Na+].[Cl-].[NH4+]>CN(C)C=O.C(OCC)(=O)C>[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][NH:1][C:2]2[CH:15]=[CH:14][C:5]([C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[O:7])=[CH:4][C:3]=2[N+:16]([O-:18])=[O:17])=[CH:23][CH:22]=1

Komponenten

7

Edukt 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 699934-Methyloxybenzyl chlorideHCID 5969704-Amino-3-nitrobenzophenone

Produkt 1

HCID 9282035HCID 9282035, VerbindungAusbeute 59,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2.20 g of 4-amino-3-nitrobenzophenone and 1.57 g of 4-methoxybenzyl chloride in 25 ml of N,N-dimethylformamide was added at room temperature 0.40 g of 60% dispersion of sodium hydride in mineral oil, and the mixture was stirred overnight. After addition of saturated ammonium chloride aqueous solution was completed, the reaction mixture diluted with ethyl acetate was washed with brine. Removal of the solvent under reduced pressure gave the crude product, which was chromatographed on silica gel. Elution with hexane-ethyl acetate (3:1) provided 1.95 g of 4-(4-methoxybenzylamino)-3-nitrobenzophenone.

Aufarbeitung

  1. washwas washed with brine
  2. customRemoval of the solvent under reduced pressure
  3. customgave the crude product, which
  4. customwas chromatographed on silica gel
  5. washElution with hexane-ethyl acetate (3:1)

Quellen und Nachweise

ORD-Eintrag
ord-8f182f4d8a2c4bd5b51fa351e40d802c
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05162318

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