Acetic Acid → 2-Methoxy-4-trifluoromethanesulfonyloxybenzoic acid

HRID 30742Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 30742
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([O:13][S:14]([C:17]([F:20])([F:19])[F:18])(=[O:16])=[O:15])[CH:10]=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].S(=O)(=O)(O)O.C(O)(=O)C>O>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([O:13][S:14]([C:17]([F:20])([F:18])[F:19])(=[O:16])=[O:15])[CH:10]=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 23282575Methyl 2-methoxy-4-trifluoromethane-sulfonyloxybenzoate

Produkt 1

HCID 231343522-Methoxy-4-trifluoromethanesulfonyloxybenzoic acidAusbeute 37,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

A mixture of methyl 2-methoxy-4-trifluoromethanesulfonyloxybenzoate (3.49 g), sulfuric acid (90%, 0.1 mL), acetic acid (10 mL) and water (2 mL) was heated under reflux for 16 hrs. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by recrystallization (solvent: ethyl acetate/n-hexane) to afford the title compound (1.25 g).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 16 hrs
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customThe residue was purified by recrystallization (solvent: ethyl acetate/n-hexane)

Quellen und Nachweise

ORD-Eintrag
ord-8a4bb5c1018d4aeab6b86736c907e619
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423185B2

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