Benzoic acid, 3-methyl-2-nitro-, methyl ester → Methyl 2-nitro-3-(2-oxo-n-propyl)benzoate

HRID 274573Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 274573
[CH3:1][C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].C[O:16][C:17](OC)(N(C)C)[CH3:18]>CC(N(C)C)=O>[N+:12]([C:3]1[C:2]([CH2:1][C:17](=[O:16])[CH3:18])=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6])([O-:14])=[O:13]

Komponenten

4

Edukt 2

HCID 79621Benzoic acid, 3-methyl-2-nitro-, methyl esterHCID 878351,1-Dimethoxyethyl(dimethyl)amine

Produkt 1

HCID 20093000Methyl 2-nitro-3-(2-oxo-n-propyl)benzoateAusbeute 23 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A solution of methyl 3-methyl-2-nitrobenzoate (1.5 g) and N,N-dimethylacetamide dimethyl acetal (3 ml) in dimethylacetamide (5 ml) was heated at 140° C. for 3 hours. After evaporation of the solvent, the resulting brown syrup was dissolved in ethyl acetate. The solution was washed with water, dried and concentrated to dryness. The residue was purified by column chromatography on silica gel to give a pale brown syrup (0.42 g, 23%).

Aufarbeitung

  1. customAfter evaporation of the solvent
  2. dissolutionthe resulting brown syrup was dissolved in ethyl acetate
  3. washThe solution was washed with water
  4. customdried
  5. concentrationconcentrated to dryness
  6. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-fe9bd6788f2f482bad06ce005701ad2a
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05389641

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