Réaction #2348089

ord-4ecf643ab25c4906a12ec5cd57602a18

Équation de réaction

OO
hydrogen peroxide
Cc1cc(F)c(F)c(OB(O)O)c1
compound ( 3 )
Cc1cc(F)c(F)c(OB(O)O)c1
2,3-difluoro-5-methylphenylboric acid
Cc1cc(O)c(F)c(F)c1
2,3-difluoro-5-methylphenol

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureUnder cooling with an ice bath
  2. 2
    workup.DISSOLUTIONhaving been dissolved in 300 mL
  3. 3
    TempératureUnder cooling with an ice bath
  4. 4
    Autreto terminate
  5. 5
    Autrethe reaction
  6. 6
    ExtractionThe aqueous layer was extracted with diethyl ether, which
  7. 7
    workup.ADDITIONwas added to the organic layer
  8. 8
    Lavagethe organic layer was washed with a saturated sodium hydrogensulfite aqueous solution
  9. 9
    Séchagea saturated saline and then dried over anhydrous magnesium sulfate
  10. 10
    workup.DISTILLATIONThe solvent was distilled off in vacuo

Mode opératoire

Under cooling with an ice bath, 53.1 g of aqueous hydrogen peroxide was slowly added dropwise to the compound (3) having been dissolved in 300 mL, followed by stirring at room temperature for 3 hours. Under cooling with an ice bath, 100 mL of a saturated sodium hydrogensulfite aqueous solution was added dropwise thereto to terminate the reaction. The aqueous layer was extracted with diethyl ether, which was added to the organic layer, and the organic layer was washed with a saturated sodium hydrogensulfite aqueous solution and a saturated saline and then dried over anhydrous magnesium sulfate. The solvent was distilled off in vacuo to obtain 22.7 g of 2,3-difluoro-5-methylphenol (4).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07846513B2uspto-grants-2010_12