Sulfuric Acid → Perbenzoic acid

HRID 1026786Notes

Reaction equation

HRID 1026786 reaction equation
[CH2:1]([O:8][O:9]CC1C=CC=CC=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Na].S(=O)(=O)(O)[OH:19]>C(Cl)(Cl)Cl.CO>[CH:7]1[C:2]([C:1]([O:8][OH:9])=[O:19])=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 5360545SodiumHCID 11229634Benzyl Peroxide

Product 1

HCID 523077Perbenzoic acidYield 83%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Conditions

Temperature
-5 °C

Procedure

19 g (78 mmol) of dibenzyl peroxide is dissolved in 125 ml of chloroform at −5° C. 2.2 g (94 mmol) of sodium dissolved in 50 ml of methanol under a nitrogen stream, is added dropwise. After stirring for 30 minutes at −5° C., ice water is added and the medium is acidified with an aqueous solution of 2N sulphuric acid. It is extracted with dichloromethane, then the organic phase is dried over magnesium sulphate, filtered and concentrated. 9 g of perbenzoic acid is obtained in the form of white solid at a yield of 83%.

Workup

  1. additionis added dropwise
  2. extractionIt is extracted with dichloromethane
  3. dry with materialthe organic phase is dried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ca0c548d14e94079a02bffda2c3807f5
Source dataset
uspto-grants-2014_05
Patent number
US08729312B2

Reaction notes

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