Reaction #2348089

Reaction equation

hydrogen peroxide

compound ( 3 )

2,3-difluoro-5-methylphenylboric acid

→

2,3-difluoro-5-methylphenol

Solvents

sodium hydrogensulfite

Conditions

Workup

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

Procedure

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