Methanol → Methyl 3-Amino-4-methoxybenzoate

HRID 349466

Reaktionsgleichung

Reaktionsgleichung von HRID 349466
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6].OS(O)(=O)=O.[CH3:18]O>>[CH3:18][O:6][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:2]([NH2:1])[CH:3]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 178233-Amino-4-methoxybenzoic acid

Produkt 1

HCID 2734814Methyl 3-Amino-4-methoxybenzoateAusbeute 90 %

Versuchsvorschrift

3-amino-4-methoxy benzoic acid (40 g, 0.239 mol) was dissolved in methanol, H2SO4 (38.14 ml, 0.717 mol) was added dropwise thereto and refluxed for 12 hours. The resulting mixture was cooled to room temperature and concentrated under a reduced pressure to remove methanol, neutralized with NaHCO3, extracted with ethyl acetate, and the extract was concentrated under a reduced pressure. The resulting residue was purified by recrystallization from ethyl acetate/hexane to obtain the title compound (39 g, 0.215 mol) in a yield of 90%.

Aufarbeitung

  1. temperaturerefluxed for 12 hours
  2. concentrationconcentrated under a reduced pressure
  3. customto remove methanol
  4. extractionextracted with ethyl acetate
  5. concentrationthe extract was concentrated under a reduced pressure
  6. customThe resulting residue was purified by recrystallization from ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-56b670bf3a344ba1ad9a3b62c234d033
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07179832B2

Verknüpfte Notizen

Wird geladen…