Water → 5-(N-formyl-N-methylamino-methyl)-2-nitrobenzoic acid methyl ester

HRID 557448Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 557448
[CH:1]([N:3]([CH2:5][C:6]1[CH:7]=[CH:8][C:9]([N+:15]([O-:17])=[O:16])=[C:10]([CH:14]=1)[C:11]([OH:13])=[O:12])[CH3:4])=[O:2].[C:18](=O)([O-])[O-].[K+].[K+].CI.O>CN(C)C=O.C(OCC)(=O)C>[CH3:18][O:12][C:11](=[O:13])[C:10]1[CH:14]=[C:6]([CH2:5][N:3]([CH:1]=[O:2])[CH3:4])[CH:7]=[CH:8][C:9]=1[N+:15]([O-:17])=[O:16]

Komponenten

7

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 580183265-[[Formyl(methyl)amino]methyl]-2-nitro-benzoic acid

Produkt 1

HCID 580183255-(N-formyl-N-methylamino-methyl)-2-nitrobenzoic acid methyl esterAusbeute 124,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

There was dissolved, in 6.8 mL of N,N-dimethylformamide, 3.40 g of 5-(N-formyl-N-methylamino-methyl)-2-nitrobenzoic acid, thereafter 3.94 g of potassium carbonate and 1.77 mL of methyl iodide were added to the solution and then the solution was stirred at a temperature ranging from 20 to 30° C. for 4 hours. After the confirmation of the disappearance of the starting material by HPLC, 20.5 mL of water and 34 mL of ethyl acetate were added to the reaction solution. The organic phase was separated from the aqueous phase, followed by the concentration thereof to give 4.47 g of the intended compound as a crude product (oily state).

Aufarbeitung

  1. customThe organic phase was separated from the aqueous phase
  2. concentrationfollowed by the concentration

Quellen und Nachweise

ORD-Eintrag
ord-38a8721a0a7a4e2b89272d27121caf9c
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058432B2

Notizen zur Reaktion

Wird geladen…