Reacción #1233

ord-9664b54f4f6141978a503b896b8ef7fd

Ecuación de reacción

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

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe mixture was heated
  2. 2
    Temperaturaat reflux for twelve hours
  3. 3
    Otrothe reaction medium evaporated
  4. 4
    Otrowater, the organic phase decanted off
  5. 5
    Secadodried over magnesium sulfate
  6. 6
    Otroevaporated
  7. 7
    OtroThe residue was triturated in methanol
  8. 8
    Filtraciónfiltered
  9. 9
    Otro21.9 g (85%) of the expected methyl ester of melting point 58°-59° C. were recovered

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723499uspto-grants-1998_03