Methanol → Methyl 2-Amino-5-methylbenzoate

HRID 653705

Reaktionsgleichung

Reaktionsgleichung von HRID 653705
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH3:17]O>>[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([O:6][CH3:17])=[O:5]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 762552-Amino-5-methylbenzoic acid

Produkt 1

HCID 1201104Methyl 2-Amino-5-methylbenzoateAusbeute 74 %

Versuchsvorschrift

A mixture of 2-amino-5-methyl benzoic acid (10 g) in methanol (50 ml) containing conc. sulfuric acid (5.5 ml) was heated for 19 hours under reflux. The solvent was distilled off, and the residue was dissolved in water. The solution was neutralized with an aqueous sodium hydroxide, followed by extraction with ethyl acetate. The organic layer was dried and concentrated to afford a pale brown oil (8.1 g, 74%).

Aufarbeitung

  1. temperaturewas heated for 19 hours
  2. temperatureunder reflux
  3. distillationThe solvent was distilled off
  4. dissolutionthe residue was dissolved in water
  5. extractionfollowed by extraction with ethyl acetate
  6. customThe organic layer was dried
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-bc92e83984b842d8837982b28305a6a3
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05128356

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