Reaktion #1233

ord-9664b54f4f6141978a503b896b8ef7fd

Reaktionsgleichung

Cc1cc(C(=O)O)ccc1I
3-methyl-4-iodobenzoic acid
CO
methanol
O=S(=O)(O)O
sulfuric acid
COC(=O)c1ccc(I)c(C)c1
methyl 3-methyl-4-iodobenzoate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was heated
  2. 2
    Temperaturat reflux for twelve hours
  3. 3
    Sonstigethe reaction medium evaporated
  4. 4
    Sonstigewater, the organic phase decanted off
  5. 5
    Trocknendried over magnesium sulfate
  6. 6
    Sonstigeevaporated
  7. 7
    SonstigeThe residue was triturated in methanol
  8. 8
    Filtrationfiltered
  9. 9
    Sonstige21.9 g (85%) of the expected methyl ester of melting point 58°-59° C. were recovered

Vorschrift

24.4 g (0.093 mol) of 3-methyl-4-iodobenzoic acid and 250 ml of methanol were introduced into a round-bottomed flask and 2.5 ml of concentrated sulfuric acid were added dropwise. The mixture was heated at reflux for twelve hours, the reaction medium evaporated, taken up in ethyl acetate and water, the organic phase decanted off, dried over magnesium sulfate and evaporated. The residue was triturated in methanol and filtered; 21.9 g (85%) of the expected methyl ester of melting point 58°-59° C. were recovered.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723499uspto-grants-1998_03