Reacción #1973967

ord-55c8af9959c648fb8a25c335346d88b6

Ecuación de reacción

O=C(O)c1cc(I)cc(I)c1O
2-hydroxy-3,5-diiodobenzoic acid
COS(=O)(=O)OC
dimethyl sulfate
CC(C)=O
acetone
COC(=O)c1cc(I)cc(I)c1OC
solid
COC(=O)c1cc(I)cc(I)c1OC
methyl 3,5-diiodo-2-methoxybenzoate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated
  2. 2
    Temperaturaat reflux for 16 h
  3. 3
    Temperaturacooled
  4. 4
    Concentraciónconcentrated
  5. 5
    workup.DISSOLUTIONThe residue was dissolved in EtOAc
  6. 6
    Lavadowashed with water, brine
  7. 7
    Secadodried (Na2SO4)
  8. 8
    Filtraciónfiltered
  9. 9
    Concentraciónconcentrated

Procedimiento

A mixture of 2-hydroxy-3,5-diiodobenzoic acid (3.9 g, 10.0 mmol) potassium carbonate (4.15 g, 30.0 mmol) and dimethyl sulfate (2.77 g, 22.0 mmol) in acetone (33 ml) was heated at reflux for 16 h, cooled and concentrated. The residue was dissolved in EtOAc and washed with water, brine, dried (Na2SO4), filtered and concentrated to give an off-white solid (4.2 g, quantitative yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08501238B2uspto-grants-2013_08