Reaktion #59019

ord-887166da898c4f14ba6a5603f09da6c5

Reaktionsgleichung

Cl
hydrochloric acid
O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F
Trifluoromethanesulfonic anhydride
COC(=O)c1ccc(O)cc1OC
methyl 4-hydroxy-2-methoxybenzoate
c1ccncc1
pyridine
COC(=O)c1ccc(OS(=O)(=O)C(F)(F)F)cc1OC
methyl 2-methoxy-4-trifluoromethanesulfonyloxybenzoate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturcooled
  2. 2
    workup.STIRRINGThe mixture was stirred at room temperature for 30 min
  3. 3
    ExtraktionThe resulting mixture was extracted with ethyl acetate
  4. 4
    WaschenThe organic layer was washed with water and brine
  5. 5
    Trocknendried over anhydrous magnesium sulfate
  6. 6
    SonstigeThe solvent was evaporated under reduced pressure

Vorschrift

Trifluoromethanesulfonic anhydride (2.24 mL) was added to an ice-cooled mixture of methyl 4-hydroxy-2-methoxybenzoate (2.02 g) and pyridine (0.14 mL) in methylene chloride (15 mL) with stirring. The mixture was stirred at room temperature for 30 min, and poured into a mixture of hydrochloric acid and ethyl acetate. The resulting 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 to afford methyl 2-methoxy-4-trifluoromethanesulfonyloxybenzoate (3.49 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07423185B2uspto-grants-2008_09