Hydrogen Peroxide → HCID 22223132, compound

HRID 1744745Notes

Reaction equation

HRID 1744745 reaction equation
[OH:1]O.[F:3][C:4]1[C:16]2[CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[F:17])[C:8]=2[CH:7]=[CH:6][C:5]=1B(O)O.O>COC(C)(C)C>[F:3][C:4]1[C:16]2[CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[F:17])[C:8]=2[CH:7]=[CH:6][C:5]=1[OH:1]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 22223114HCID 22223114, compound

Product 1

HCID 22223132HCID 22223132, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

40 ml of hydrogen peroxide (35 percent) is added dropwise at room temperature to a suspension of 54 mmol of 1,8-difluorofluorene-2-boronic acid in 120 ml of tert-butyl methyl ether and the mixture is subsequently heated to boiling for 4 h. After cooling, the mixture is admixed with 150 ml of water, the phases are separated and the organic phase is washed twice each with water and saturated sodium sulfite solution and also with saturated sodium chloride solution, so that no more peroxide can be detected. The organic phase is dried over sodium sulfate and the solvent is removed on a rotary evaporator. Recrystallization from heptane provides 1,8-difluorofluoren-2-ol.

Workup

  1. temperaturethe mixture is subsequently heated
  2. temperatureAfter cooling
  3. customthe phases are separated
  4. washthe organic phase is washed twice each with water and saturated sodium sulfite solution
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. customthe solvent is removed on a rotary evaporator
  7. customRecrystallization from heptane

Sources & evidence

ORD record
ord-36a3a0ea83bd4aa2b38f4ae047aefa5c
Source dataset
uspto-grants-2006_03
Patent number
US07018685B2

Reaction notes

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