Methanol → Methyl 3-bromo-5-nitrobenzoate

Reaktionsgleichung

[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.[CH3:19]O>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[C:5]([O:7][CH3:19])=[O:6]

Komponenten

Edukt 3

HCID 887Methanol

HCID 1118Sulfuric Acid

HCID 2393363-Bromo-5-nitrobenzoic acid

Produkt 1

HCID 239341Methyl 3-bromo-5-nitrobenzoateAusbeute 95 %

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

A solution of 3-bromo-5-nitrobenzoic acid (15.4 g, 62.6 mmol) in methanol (120 mL) and sulfuric acid (1.7 mL, 31 mmol) was heated to reflux overnight. After cooling to 0° C. for 0.5 h, the precipitated solid was filtered to give the desired product as a white solid (15.5 g, 95%). LCMS for C8H7BrNO4 (M+H)+: m/z=260.0, 262.0.