Sulfuric Acid → Perbenzoic acid

HRID 1398275Notes

Reaction equation

HRID 1398275 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 are dissolved in 125 ml of chloroform at −5° C. 2.2 g (94 mmol) of sodium dissolved in 50 ml of methanol under a stream of nitrogen are added dropwise. After stirring for 30 minutes at −5° C., ice-cold water is added and the medium is acidified with aqueous 2N sulfuric acid solution. Extraction with dichloromethane is performed and the organic phase is then dried over magnesium sulfate, filtered and concentrated. 9 g of perbenzoic acid are obtained in the form of a white solid in a yield of 83%.

Workup

  1. additionare added dropwise
  2. additionice-cold water is added
  3. extractionExtraction with dichloromethane
  4. dry with materialthe organic phase is then dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-dbc3180ac9ef49bda5b46f867e7a5e98
Source dataset
uspto-grants-2014_12
Patent number
US08901357B2

Reaction notes

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