Reaktion #1583806

ord-bc28b50705364759bba8794d8ece4dc4

Reaktionsgleichung

COC(=O)c1ccc(Cl)c(O)c1Cl
methyl 2,4-dichloro-3-hydroxybenzoate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=S(=O)(Cl)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
nonafluoro-n-butanesulfonyl chloride
COC(=O)c1ccc(Cl)c(OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)c1Cl
clean product
Ausbeute 16.2%
COC(=O)c1ccc(Cl)c(OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)c1Cl
methyl 2,4-dichloro-3-(nonafluoro-n-butylsulfonyloxy)benzoate
Ausbeute 16.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONFor workup, the contents were poured onto ice-water
  2. 2
    Extraktionthe mixture was extracted with ethyl acetate
  3. 3
    SonstigeThe organic phase was dried
  4. 4
    Sonstigethe filtrate was freed of the solvent on a rotary evaporator
  5. 5
    SonstigeThe residue was purified by chromatography, which

Vorschrift

9.5 g (43.0 mmol) of methyl 2,4-dichloro-3-hydroxybenzoate in 240 ml of acetonitrile were admixed with 8.6 g (62.2 mmol) of potassium carbonate and then with 9.5 ml (52.8 mmol) of nonafluoro-n-butanesulfonyl chloride. The reaction mixture was stirred at room temperature (RT) for 16 h. For workup, the contents were poured onto ice-water and the mixture was extracted with ethyl acetate. The organic phase was dried and the filtrate was freed of the solvent on a rotary evaporator. The residue was purified by chromatography, which gave 3.5 g of clean product.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09198425B2uspto-grants-2015_12